2019-11-29 09:11:38
Bi-Xiang Leong, Jiawen Lee, Yan Li, Ming-Chung Yang, Chi-Kit Siu,∥ Ming-Der Su, and Cheuk-Wai So
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
Department of Applied Chemistry, National Chiayi University, Chiayi 60004, Taiwan
Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
Department of Chemistry, City University of Hong Kong, Hong Kong SAR, China
INTRODUCTION
Heavier group 14(II) complexes with a formal oxidation state of +2 often consist of a vacant orbital and a lone pair of electrons on the group 14 centers. As a result, they display both electrophilic and nucleophilic characters, leading to Lewis ambiphilicity. These electronic properties should enable heavier group 14(II) complexes to display reactivity that closely resembles that of transition metal complexes in the area of catalysis.1 It was evidenced by Jones et al. that the two-coordinate (amido)(hydrido)germylene and -stannylene [Ar*-(iPr3Si)NË H] (E = Ge, Sn; Ar* = 2,4,6-iPr{C(H)Ph2}2C6H2) are efficient transition-metal-like catalysts in mediating the hydroboration of unsaturated compounds, due to their far more reactive EII−H bonds in comparison with classical EIV−H bonds.2,3 In addition, the two-coordinate GeII and SnII centers preserve their Lewis ambiphilic characters, which enable the σ-bond metathesis, oxidative addition, and reductive elimination processes in the catalyses. Moreover, research
groups of Wesemann and Zhao showed that the base-stabilized germylene and stannylene compounds [AriPrË C(H)(Ph)PPh2] (E = Ge, Sn; AriPr= 2,6-(2,4,6-iPr3C6H2)2C6H3) and [HC{C-(Me)N(Ar {C(CH2)N(Ar)}Ge:] (Ar = 2,6-iPr2C6H3) can catalyze the hydroboration of carbonyl compounds with the aid of the noninnocent ligands, respectively.4a,b Furthermore, Power et al. used the methoxystannylene precatalyst [{ArMesSn(μ-OMe)}2] (ArMes = 2,6-Mes2C6H3, Mes = 2,4,6-Me3C6H2) to catalytically dehydrocouple amine-borane adducts.4c
Similarly, silicon(II) compounds with a formal oxidation state of +2 such as silyliumylidene cations (RSi:+,R=supporting ligand) and hydridosilylenes (R(H)Si:) can show transition-metal-like reactivity in the area of small molecule activation.5 For example, Inoue et al. showed that the Nheterocyclic carbene (NHC)−arylsilyliumylidene cation complex [ArMesSi(IMe)2]+ (IMe = :C{N(Me)C(Me)}2) can reduce CO2 to form CO and activate the C−H bond of phenylacetylene.6 Moreover, Kato et al. illustrated that the basestabilized (amido)(hydrido)silylenes underwent the reversible oxidative addition of SiIV−H and PIII−H bonds at room temperature, in addition to the uncatalyzed insertion of the SiII−H bonds with unsaturated C−X bonds (X = C, N, O, etc.).7 However, catalytic organic transformations mediated by
silicon(II) compounds surprisingly remain unexplored. It could be possibly due to the supporting ligands in a silicon(II) compound, which impart kinetic and thermodynamic stabilization effects on the highly reactive silicon center.8 As a consequence, its Lewis ambiphilic character is not pronounced and the high catalytic potential of a silicon(II) compound is suppressed. To the best of our knowledge, only one example of silicon(II) compounds shows catalytic capability, whereby Jutzi et al. used the cyclopentadienyl silyliumylidene cation [Cp*Si]+ (Cp* = C5Me5) to catalyze the controlled degradation of oligo(ethylene glycol) diethers.9 In this context, it is imperative to develop a strategy to activate the catalytic ability of stable silicon(II) compounds, which would greatly advance sustainable catalysis due to the high abundance and nontoxicity of silicon.
Recently, we described the synthesis of an NHC-parent silyliumylidene cation complex, [(IMe)2SiH]I (1, Figure 1), and its transition-metal-like reactivity in functionalizing the orthoC−H bond of fluorobenzene.10 Considering the chemistry of the above-mentioned base-stabilized silyliumylidene cations and hydridosilylenes, it is anticipated that 1 could be a promising candidate to catalyze organic reactions due to its dual functionality: SiII cation and reactive SiII−H bond. In this context, we were highly interested in investigating its catalytic capability. Herein, we report the NHC-parent silyliumylidene
cation-catalyzed chemo- and regioselective hydroboration of carbon dioxide, carbonyl compounds, and pyridine derivatives (Figure 1).
RESULTS AND DISCUSSION
The catalytic ability of the NHC-parent silyliumylidene cation complex 1 toward hydroboration of CO2 with pinacolborane (HBpin) was first examined, considering that nonmetal compounds have been rarely used as homogeneous catalysts for such reactions; the obtained turnover frequencies (TOF) and selectivity are often low, leading to a mixture of methoxyborane [pinBOMe] (2b) and diborate ether [(pinB)2O] (2c). To begin with, there was no reaction between CO2 and borane (HBpin, BH3·SMe2, HBcat) in C6D6 at 90 °C. However, in the presence of 1 (10 mol %), the reduction of CO2 with HBpin in C6D6 at 90 °C was extremely clean, resulting in the formation of the formoxyborane [pinBOC(O)H] (2a, reaction time: 0.08 h, yield: 94%, TOF= 113.2 h−1; reaction time: 0.17 h, yield: 98%, TOF = 58.7 h−1; Scheme 1; see the Supporting Information, Table S1), along with a trace amount of the diborate ether 2c (yield: <2%). No other identifiable boron-containing products such as methoxyborane 2b were found in the reaction mixture when increasing the reaction time or temperature. Moreover, complex 1 (10 mol %) was able to catalyze the reduction of CO2 under air and/or in wet C6D6 to afford 2a and 2c, but the yield of 2a decreased (Table S2). It is because HBpin decomposed in these reaction conditions to give 2c, and hence the yield of the latter increased. When the amount of complex 1 decreased (5 mol %), the catalytic hydroboration was incomplete (90% conversion, Table S1) in 0.5 h, but the selectivity was still observed. It is noteworthy that complex 1 is the first nonmetal catalytic system that selectively delivers the primarily reduced formoxyborane 2a. Complex 1 is one of the very few examples that catalyze the selective reduction of CO2, including the main-group and transition metal catalysts, namely, an amine-lithium borohydride [(L)Li][HBPh3] (L =N(CH2CH2NMe2)3, TOF = 10 h−1),11 a NHC-copper [IArCu(OtBu)] (yield: 85%, TOF = 0.35 h−1),12 and a PSiPpincer-palladium complex [{PhPSiP}PdOTf] [PhPSiP = Si-(Me)(2-PPh2-C6H4)2] (yield: 93%, TOF = 1550 h−1).13
Moreover, 1 exceeds the base-metal catalysts, [(L)Li][HBPh3] and [IArCu(OtBu)], in terms of both reaction time and TOF. Furthermore, the TOF of the hydroboration of CO2 with HBpin far surpasses the TOF values of the activated nontransition-metal catalysts (TOF = 0.07−2.5 h−1) and even the nonmetal catalysts (TOF = 0.40−14.5 h−1).14
When more potent [BH3·SMe2] was used instead of HBpin, 10 mol % of complex 1 catalyzed the reduction of CO2 with>99% conversion to form a mixture of the borate esters [B(OMe)3] (2d) and [BO(OMe)]3 (2e) in a ratio of 1:4 in 0.5 h (TOF = 19.8 h−1, Scheme 1, Table S3), but selectivity cannot be achieved.
On the other hand, the 1-catalyzed reduction of CO2 with catecholborane (HBcat) slowly proceeded (24 h, >99% conversion, TOF = 0.34 h−1, Table S4) to afford a mixture of diborate ether [(catB)2O] (major product, yield: 70%) and methoxyborane [catBOMe] (minor product, yield: 12%). In comparison with other examples, the above-mentioned NHCcopper complex [IArCu(OtBu)] did not catalyze the selective
reduction of CO2 with HBcat,12 whereas the (amido)-(hydrido)stannylene [Ar*(iPr3Si)NSnH] outperformed 1 using HBcat to nonselectively reduce CO2 into [(catB)OMe] and [(catB)2O] (TOF = 1188 h−1, yield of each compound was not reported).
Upon completing the catalytic hydroboration of CO2 with HBpin, a weak singlet at ca. δ 0.9 ppm, in addition to the signal of 2a, was observed in 11B (Figure S12b) and 11B{1 H} NMR spectroscopy. These indicate that a new boron compound, which does not have any H atom on the boron atom, was formed in the catalysis. To clarify these phenomena, complex 1 was treated with excess HBpin in C6D6 at 60 °C for 5 min, whereby the same 11B NMR signal at δ 0.92 ppm (singlet) was observed, indicating formation of the new boron compound.
The reaction was further analyzed by 1 H and 29Si NMR spectroscopy. The 1 H NMR spectrum shows a set of signals due to methyl protons of IMe and Bpin. The 29Si NMR spectrum displays a singlet at δ −93.0 ppm (29Si{1 H} NMR: δ−95.6 ppm, singlet; Figures S4 and S5), which is an intermediate value between that of 1 (δ −77.9 ppm, 1 JSi−H =283 Hz) and the NHC-hydridosilylene complex [IMe−:SiH-
(SitBu3)] (δ −137.8 ppm).10,15 The upfield Si NMR signal corresponds to a SiII cationic center, and there is no hydrogen atom on the Si center. On the basis of NMR spectroscopic data, the new boron compound formed in the reaction is an NHC-borylsilyliumylidene complex [(IMe)2SiBpin]I (3,Scheme 2). Its composition is also supported by the theoretical 29Si NMR value (δ −94.0 ppm, B3LYP/6-311++G(2df,2pd)//B3LYP/6-31G**, Table S12) and HRMS. After workup, complex 3 was isolated as a colorless solid (yield: ca. 30% for 5 min reaction time). Compound 3 is highly unstable in solution, and hence obtaining suitable single crystals for X-ray crystallography is still in progress. In this context, its structure was simulated by density functional theory (DFT) calculations (Figure S89). Complex 3 easily decomposed in toluene and ethereal solvents to form a white insoluble precipitate, which comprises a mixture of an NHC-boronium cation [(IMe)2Bpin] I (11B NMR: δ 2.37 ppm), an imidazolium salt [IMe−H]I (see Figure S88), and unidentified products. However, they are inactive in any catalytic hydroboration.
In supporting complex 3 that is involved in the catalysis, it was used to catalyze the hydroboration of carbon dioxide with HBpin, whereby selective reduction of CO2 was achieved to obtain 2a (2.5 mol %; time: 0.17 h, yield: 94%, TOF = 227 h−1, Table S1).
These results brought up a question of whether complex 1 or 3 is a genuine catalyst in the hydroboration of CO2. Considering that the conversion of complex 1 into complex 3 is slight (see above), it is suggested that complex 1 could prefer to react with CO2 instead of HBpin in the first step of the catalysis. To gain insight, complex 1 was used to react with CO2 in C5D5N at −40 °C, whereby the 29Si NMR signal (−68.9 ppm, 1 JSi−H = 202 Hz, −40 °C, Figure S10) is downfield shifted in comparison with that of 1, indicating that the Si lone pair electrons interact with CO2 to form Int01 (Scheme 3). The Si−H coupling constant, as well as the absence of signal for the formate, −C(O)H, moiety in the 1 H NMR spectrum, indicates that CO2 did not insert into the Si−H bond in 1 during the catalysis.19a When a stoichiometric amount of HBpin was subsequently added to the reaction mixture, compound 2a was afforded, along with regeneration of complex 1. Notably, the reaction of complex 1 and CO2 was
found to be reversible upon the removal of CO2 and volatiles of the reaction mixture in vacuo at room temperature. As a result, complex 1 does not resemble the (amido)(hydrido)-germylene and -stannylene to catalyze hydroboration through the σ-E−H bond metathesis mechanism (E = Ge, Sn).2,3 DFT calculations were then performed (Scheme 3). It was found that complex 1 is capable of mediating the catalysis, whereby the Si lone pair electrons interact with CO2 to form Int01 (ΔG = −3.1 kcal/mol). The HOMO−3 of Int01 shows that the Si lone pair orbital interacts with the π* orbital of CO2 (Figure S91). Accordingly, the NBO analysis shows that the Si−CCO2 bond results from the overlap of an sp2.14 hybrid on Si with an sp2.59 hybrid on C (Table S13). In the formation of Int01, the natural charge of the Si atom increases from 0.44 (compound 1) to 1.02 (Int01), while that of the CCO2 atom decreases from 1.03 (1) to 0.54 (Int01). Subsequently, the H−B bond of HBpin inserts into the CO bond via a low kinetic barrier (TS01; ΔGInt01→TS01 = 10.6 kcal/mol at 24 °C, Scheme S2), which results in the formation of the formoxyborane 2a and regeneration of 1 (ΔG = −8.5 kcal/mol). In other words, the Si lone pair of electrons in complex 1 is Lewis basic enough to activate CO2 for subsequent hydroboration, whereas the Si−H bond is not sufficiently hydridic to activate CO2. The mechanism is in contrast to the σ-E−H bond metathesis mechanism (E = main-group element) in main-group-elementcatalyzed hydroboration.14c Moreover, the interaction of the Si lone pair in 1 with 2a is endergonic (ΔG = 7.0 kcal/mol, Scheme S5), whereas that with CO2 is exergonic (Scheme 3).
This suggests that complex 1 does not prefer to further react with 2a after a catalytic cycle, while it chooses to react with CO2 again and achieves the selective reduction. DFT calculations also support that the catalytic hydroboration of CO2 via complex 3 is feasible (ΔG = −1.1 kcal/mol; M06-2X/def2-TZVP, Scheme 4, Scheme S1); especially complex 3 catalyzes the hydroboration of CO2 via a lower kinetic barrier (ΔG3→TS04 = 5.0 kcal/mol) in comparison with the mechanism via TS01. It is consistent with experimental results that the activity of 3 in terms of TOF is much higher than that of 1 (Table S1).
However, the kinetic barrier for the formation of 3 is relatively high (ΔG1→3 = 15.2 kcal/mol), which suggests that the mechanism via TS01 should be more dominant than that via 3 and TS04 in the catalysis. Inoue et al. reported that the NHC-arylsilyliumylidene cation [RSi(IMe)2]Cl with sterically hindered substituent 2,6-Mes2C6H3 (R = ArMes) reacted with CO2 at room temperature to afford the NHC arylsilaacylium [RSi(O)(IMe)2]Cl.6 In contrast, when the ArMes substituent was replaced by a lesser sterically hindered substituent, 2,4,6-iPr3C6H2 (R = Tipp), only insoluble amorphous precipitates were formed in the reaction at room temperature. Considering the steric environment of complex 1 and the catalytic conditions, it is anticipated that the 1-catalyzed reduction of CO2 with HBpin via an NHC-parent silaacylium intermediate is not possible. To support this hypothesis, the reaction of 1 with CO2 was studied by DFT calculations. The kinetic barrier and free energy for the formation of an NHC-parent silaacylium intermediate [(IMe)2Si(O)H]I (kinetic barrier: ΔG = 13.4 kcal/mol, Scheme S4) are energetically less favorable in comparison with those for the formation of formoxyborane 2a (Scheme 3).
The presence of IMe in complex 1 also brought up a question of whether IMe dissociates from complex 1 and then catalyzes the hydroboration of CO2. As such, 0.1 mol % of IMe, which presumes a small amount of the NHC ligand is dissociated during the catalysis, was used to mediate the reduction of CO2 with HBpin in C6D6 at 90 °C for 0.25 h, resulting in nonselective catalysis (19% conversion, Table S1) to afford a mixture of [pinBOC(O)H] (2a), [pinBOMe] (2b), and [(pinB)2O] (2c). In comparison with the catalytic results mediated by 1, it is suggested that IMe did not dissociate and was not involved in the hydroboration of CO2.
Theoretical studies and experimental results show that complex 1 is the first stable silicon(II) species undergoing catalytically selective hydroboration with CO2. Interestingly, the proposed mechanism is very similar to a recent report of the PNP pincer ligand-iron(II) hydride complex-catalyzed hydroboration of alkynes, whereby the iron(II) hydride complex [LFeH] (L = 2,5-bis(phosphinomethyl)pyrrolide) can convert into the corresponding iron(II) boryl complex [LFeBpin] in the catalysis, along with both complexes being capable of catalyzing the hydroboration.
Following the hydroboration of CO2, the catalytic ability of complex 1 toward hydroboration of carbonyl compounds was further examined. First, there was no reaction between carbonyl compounds with HBpin in C6D6 at room temperature. Second, complex 1 (10 mol %) was found to be capable of catalyzing hydroboration of aromatic aldehyde ArC(O)H (Ar = Ph, 4a, Table 1, Table S5) as well as its derivatives with electron-donating (Ar = MeC6H4 4b, MeOC6H4 4c) and-withdrawing substituents (MeCO2C6H4 4e, FC6H4 4n) at different positions in 10 min, which quantitatively afforded the
corresponding borate esters. In these reactions, the activity of 1 in terms of TOF (17−115.8 h−1) is intermediate between the heavier group 14 element(II) compounds, namely, (amido)-(hydrido)germylene (17−67 h−1) and -stannylene (400−800 h−1).2 Third, >99% yield was achieved for the hydroboration of nonaromatic aldehydes, namely, cyclohexanecarboxaldehyde 4d and 2,2-dimethylpropanal 4k.
Complex 1 is less active in these reactions (TOF = 19.8−115.8 h−1) in comparison with those catalyzed by the (amido)(hydrido)germylene and -stannylene (TOF = >2000 h−1).2 Fourth, the olefinic functionality in 3-cyclohexene-1-carboxaldehyde 4h, cinnamaldehyde 4m, and 2-methyl-3-phenylprop-2-enal 4q remains intact in the catalyses, showing that the chemoselective hydroboration of aldehydes is possible. Such selectivity is also observed in the hydroboration of thiophene-2-carbaldehyde 4f, ferrocenecarboxaldehyde 4g, furan-2-carbaldehyde 4l, 4-formylbenzonitrile 4r, and isoquinoline-5-carboxaldehyde 4s, in which the functional groups such as nitrile and pyridine were not hydroborated. Such chemoselective catalyses have not been reported before for heavier group 14 element(II) compounds.2 In addition, excellent chemoselectivity of aldehydes over ketones was observed in the catalytic hydroboration of 4-acetylbenzaldehyde 4t. Fifth, as expected, a higher reaction temperature (90 °C) and longer reaction time were required for the chemoselective hydroboration of ketones when compared to aldehydes due to their steric nature (Table 2, Table S6). Various functional groups in aromatic and aliphatic ketones were well tolerated in these reactions, and the corresponding borate esters were afforded in high yields.
The catalytic ability of complex 1 toward the hydroboration of pyridine derivatives was also studied (Table 3, Table S7). First, there was no hydroboration reaction between HBpin and pyridine derivatives in C6D6 at 90 °C. Second, 10 mol % of 1 catalyzed the reaction of pyridine 8a with one equivalent of HBpin in C6D6 at 90 °C to quantitatively form N-boryl-1,4-dihydropyridine 9a as the only regioisomer (TOF = 2.48 h−1), whereas the 1,2-hydroborated product was not formed. Such regioselectivity is comparable with metal-free [MeB{2,4,6-(CF3)3C6H2}2] catalyst (yield of 9a: >99%)17 and the 1,3,2 diazaphosphenium triflate catalyst (yield of 9a: 96%).18 In addition, such catalysis has not been reported for heavier group 14 element(II) compounds. Third, both chemo- and regioselectivity were observed in the 1-catalyzed hydroboration of functionalized pyridines 8b,c and ring-fused pyridine 8d.
Third, the scope of substrates can further be extended to 1,2- and 1,3-pyrazines 8e,f. Upon completing the above-mentioned catalysis (Tables1−3), complex 3 was observed (Figures S18−S20, S33a, S43, S45, S47, S49, S53, S65, S79, S81, S83a, and S85a). These indicate that both complexes 1 and 3 are involved in the catalyses. Similar to the case of CO2, it is suggested that the Si lone pair of electrons in complexes 1 and 3 activate the carbonyl compounds, which are then reacted with HBpin to form the corresponding hydroborated products, along with the regeneration of the catalysts.19b,21 In the case of pyridine derivatives, it is proposed that the catalysis proceeds through coordination of 8 with HBpin first,17 which induces nucleophilic attack of complexes 1 and 3 at the para-position of 8 due to lesser steric congestion.20,21 Subsequent dearomatization of 8 results in displacing the hydride from the borane moiety, which then attacks at the para-position to afford 9, along with the regeneration of the catalysts. In supporting complex 3 that is involved in these catalyses, it was used to catalyze the hydroboration of benzaldehyde 4a (Table S8), 1,4-dioxaspiro[4.5]decan-8-one 6d (Table S9), and pyridine 8a (Table S10), whereby complex 3 shows better activity in terms of TOF in comparison with complex 1.
CONCLUSION
The NHC-parent silyliumylidene cation complex 1 is a versatile catalyst to catalyze the metal-free chemo- and regioselective hydroboration of carbon dioxide, carbonyl compounds, and pyridine derivatives with HBpin to form formoxyborane, borate esters, and N-boryl-1,4-dihydropyridine derivatives, respectively. In particular, complex 1 is the first nonmetal catalytic system that efficiently and selectively delivers the primarily reduced formoxyborane. Its activity is better than that of currently available base-metal catalysts used for such reactions. Mechanistic studies show that complex 1 exhibits transition-metal-like catalysis, whereby the silicon(II) center in complex 1 activates the substrates and then mediates the catalytic hydroboration. In addition, complex 1 was slightly converted into the NHC borylsilyliumylidene complex [(IMe)2SiBpin]I (3) in the catalysis, which was also able to mediate the catalytic hydroboration. It seems reasonable that complex 1 will find a range of other catalytic applications (e.g., C−C bond formation, C−H bond functionalization10). We are currently investigating this possibility and will report on our findings in due course. The trapping of reactive intermediates
with various Lewis bases and acids will also be reported in the course of time.
ASSOCIATED CONTENT
*S Supporting Information
The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.9b06714.
Experimental procedures and theoretical studies (PDF) X-ray crystallographic data for [(IMe)2Bpin]I and [IMe−H]I (CIF)
AUTHOR INFORMATION
Corresponding Authors*[email protected]*[email protected]*[email protected] ORCID
Chi-Kit Siu: 0000-0002-1162-6899
Ming-Der Su: 0000-0002-5847-4271
Cheuk-Wai So: 0000-0003-4816-9801
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
This work is supported by an ASTAR SERC PSF grant and AcRF Tier 1 grant (C.-W.S.). M.-C.Y. and M.-D.S. are grateful to the National Center for High-Performance Computing of Taiwan for generous amounts of computing time and the Ministry of Science and Technology of Taiwan for the financial support.
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O-(tert-Butyldimethylsilyl)-n-tosylhydroxylamineCatalog No.:AA003TC8 CAS No.:1028432-04-3 MDL No.:MFCD11976059 MF:C13H23NO3SSi MW:301.4771 |
3-Nitro-4-(trifluoromethyl)benzaldehydeCatalog No.:AA009S7L CAS No.:102844-90-6 MDL No.:MFCD05664203 MF:C8H4F3NO3 MW:219.1175 |
4-Formyl-2-methoxyphenylboronic acidCatalog No.:AA007YFE CAS No.:1028479-47-1 MDL No.:MFCD11856026 MF:C8H9BO4 MW:179.9657 |
AlisertibCatalog No.:AA0038AA CAS No.:1028486-01-2 MDL No.:MFCD16621243 MF:C27H20ClFN4O4 MW:518.9235 |
L-Lysine,N2-[3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]-N6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-Catalog No.:AA01CC47 CAS No.:102849-12-7 MDL No.:MFCD00467354 MF:C23H33N5O7S MW:523.6024 |
(2S)-2-(2-Oxopyrrolidin-1-yl)butanoic acidCatalog No.:AA003BLZ CAS No.:102849-49-0 MDL No.:MFCD08272027 MF:C8H13NO3 MW:171.1937 |
INTERMEDINECatalog No.:AA008WH2 CAS No.:10285-06-0 MDL No.:MFCD09970420 MF:C15H25NO5 MW:299.3627 |
D-Valine, N-[2-chloro-4-(trifluoromethyl)phenyl]-,cyano(3-phenoxyphenyl)methyl esterCatalog No.:AA00ILFZ CAS No.:102851-06-9 MDL No.:MFCD00871307 MF:C26H22ClF3N2O3 MW:502.9127 |
5-hydrazinylisoquinoline dihydrochlorideCatalog No.:AA01B129 CAS No.:102852-56-2 MDL No.:MFCD27959471 MF:C9H11Cl2N3 MW:232.1097 |
1,3,5-Tris(4-nitrophenoxy)benzeneCatalog No.:AA01E5ZR CAS No.:102852-91-5 MDL No.:MFCD00613483 MF:C24H15N3O9 MW:489.3906 |
1,3,5-Tris(4-aminophenoxy)benzeneCatalog No.:AA008TL0 CAS No.:102852-92-6 MDL No.:MFCD09908237 MF:C24H21N3O3 MW:399.4418 |
4-Chloro-1-tosyl-1h-indoleCatalog No.:AA00H9SN CAS No.:102855-24-3 MDL No.:MFCD28130224 MF:C15H12ClNO2S MW:305.7793 |
2-CYCLOHEXYLAMINO-BENZOIC ACIDCatalog No.:AA009MRF CAS No.:10286-53-0 MDL No.:MFCD01788119 MF:C13H17NO2 MW:219.2796 |
Methyl 2-(cyclohexylamino)benzoateCatalog No.:AA01A6ZI CAS No.:10286-54-1 MDL No.:MFCD11102854 MF:C14H19NO2 MW:233.3062 |
o-Anisic acid, 5-(hydroxymethyl)-Catalog No.:AA008TMH CAS No.:10286-57-4 MDL No.:MFCD21193879 MF:C9H10O4 MW:182.1733 |
2-Chloro-5-methyl-N-phenylbenzamideCatalog No.:AA003G79 CAS No.:10286-87-0 MDL No.:MFCD00009928 MF:C14H12ClNO MW:245.7042 |
(Pyridazin-4-ylmethyl)amine dihydrochlorideCatalog No.:AA0039YA CAS No.:1028615-75-9 MDL No.:MFCD16988465 MF:C5H9Cl2N3 MW:182.0511 |
3-(4-Bromophenyl)-9-phenyl-9h-carbazoleCatalog No.:AA007YF6 CAS No.:1028647-93-9 MDL No.:MFCD14582939 MF:C24H16BrN MW:398.2945 |
9-([1,1'-Biphenyl]-4-yl)-3-(4-bromophenyl)-9h-carbazoleCatalog No.:AA0091XX CAS No.:1028648-25-0 MDL No.:MFCD22571689 MF:C30H20BrN MW:474.3905 |
2-(3,4-DIHYDRO-1H-2-BENZOPYRAN-7-YL)ACETIC ACIDCatalog No.:AA01EK7S CAS No.:1028666-38-7 MDL No.:MFCD22061856 MF:C11H12O3 MW:192.2112 |
2-(2-HYDROXYETHOXY) ETHANOL-D8Catalog No.:AA009Q7Z CAS No.:102867-56-1 MDL No.:MFCD00144113 MF:C4H2D8O3 MW:114.1697 |
Methyl 3-({4-[(3-methoxy-3-oxopropyl)sulfanyl]-3,6-dioxocyclohexa-1,4-dien-1-yl}sulfanyl)propanoateCatalog No.:AA01F2NE CAS No.:1028684-66-3 MDL No.:MFCD11850139 MF:C14H16O6S2 MW:344.4032 |
Ethyl 4-dimethylaminobenzoateCatalog No.:AA003QDL CAS No.:10287-53-3 MDL No.:MFCD00009115 MF:C11H15NO2 MW:193.2423 |
ETHYL 4-(N,N-DIETHYLAMINO)BENZOATECatalog No.:AA008RXS CAS No.:10287-54-4 MDL No.:MFCD00017268 MF:C13H19NO2 MW:221.2955 |
3-N-PentylthiopheneCatalog No.:AA003JRH CAS No.:102871-31-8 MDL No.:MFCD00143182 MF:C9H14S MW:154.2725 |
2,5,7-TrimethylquinolineCatalog No.:AA003FT0 CAS No.:102871-67-0 MDL No.:MFCD09787528 MF:C12H13N MW:171.2383 |
2,5,8-TrimethylquinolineCatalog No.:AA007YF3 CAS No.:102871-69-2 MDL No.:MFCD09787532 MF:C12H13N MW:171.2383 |
2-Amino-1-[4-(methylsulfonyl)phenyl]-1-ethanonehydrochlorideCatalog No.:AA00866R CAS No.:102871-96-5 MDL No.:MFCD05663787 MF:C9H12ClNO3S MW:249.7145 |
3-Amino-3-(3-hydroxyphenyl)propanoic acidCatalog No.:AA002RFC CAS No.:102872-33-3 MDL No.:MFCD01871309 MF:C9H11NO3 MW:181.1885 |
1H-Benzimidazol-5-amine, 1,2-dimethyl-, hydrochloride (1:2)Catalog No.:AA01DX55 CAS No.:102872-45-7 MDL No.:MFCD06800603 MF:C9H13Cl2N3 MW:234.1256 |
(2-Methyl-2,3-dihydrobenzofuran-5-yl)boronic acidCatalog No.:AA008V8K CAS No.:1028748-11-9 MDL No.:MFCD11634366 MF:C9H11BO3 MW:177.9928 |
2-(Cyclopropylmethoxy)pyridine-5-boronic acidCatalog No.:AA003BVT CAS No.:1028749-31-6 MDL No.:MFCD12964560 MF:C9H12BNO3 MW:193.0075 |
2-Amino-5-chloro-3-fluorobenzoic acidCatalog No.:AA0092CA CAS No.:1028757-83-6 MDL No.:MFCD11193641 MF:C7H5ClFNO2 MW:189.5715 |
1-(2,4-Dimethylphenyl)ethanamineCatalog No.:AA007J0W CAS No.:102877-07-6 MDL No.:MFCD01313694 MF:C10H15N MW:149.2328 |
1-(2-Chloroethoxy)-3-methoxybenzeneCatalog No.:AA00866N CAS No.:102877-31-6 MDL No.:MFCD08691938 MF:C9H11ClO2 MW:186.6354 |
1,2,3,4-Tetrahydroisoquinolin-5-olCatalog No.:AA008Z09 CAS No.:102877-50-9 MDL No.:MFCD06656937 MF:C9H11NO MW:149.1897 |
1-(2-Hydroxy-4-methoxy-5-nitrophenyl)ethan-1-oneCatalog No.:AA0094U2 CAS No.:102877-53-2 MDL No.:MFCD00100632 MF:C9H9NO5 MW:211.1715 |
3-(Pyridin-4-yloxy)anilineCatalog No.:AA01AHMI CAS No.:102877-77-0 MDL No.:MFCD06825512 MF:C11H10N2O MW:186.2099 |
4-(4-Aminophenoxy)pyridineCatalog No.:AA007J0T CAS No.:102877-78-1 MDL No.:MFCD06825431 MF:C11H10N2O MW:186.2099 |
2,4-Dichloro-6-methylquinolineCatalog No.:AA00866J CAS No.:102878-18-2 MDL No.:MFCD02599423 MF:C10H7Cl2N MW:212.0753 |
2,4-Dichloro-8-methylquinolineCatalog No.:AA00H9ST CAS No.:102878-20-6 MDL No.:MFCD01108969 MF:C10H7Cl2N MW:212.0753 |
2-Hydroxy-n-(4-methylphenyl)acetamideCatalog No.:AA007J0N CAS No.:102878-71-7 MDL No.:MFCD08442157 MF:C9H11NO2 MW:165.1891 |
4-(Pyridin-4-yl)butanoic acidCatalog No.:AA008S8K CAS No.:102878-73-9 MDL No.:MFCD00673154 MF:C9H11NO2 MW:165.1891 |
4-Ethyl-2-methyl-1-nitrobenzeneCatalog No.:AA01DTJV CAS No.:102878-76-2 MDL No.:MFCD22490542 MF:C9H11NO2 MW:165.1891 |
Quinoline-5-sulfonyl chlorideCatalog No.:AA008VLH CAS No.:102878-84-2 MDL No.:MFCD09733990 MF:C9H6ClNO2S MW:227.6674 |
2-phenylpropane-1-sulfonyl chlorideCatalog No.:AA019ZAA CAS No.:102879-16-3 MDL No.:MFCD16671842 MF:C9H11ClO2S MW:218.7004 |
1-phenylprop-2-en-1-amine hydrochlorideCatalog No.:AA00IWEQ CAS No.:102879-25-4 MDL No.:MFCD16658577 MF:C9H12ClN MW:169.6513 |
3-(Allyloxy)aniline hydrochlorideCatalog No.:AA007YEX CAS No.:102879-28-7 MDL No.:MFCD08445690 MF:C9H12ClNO MW:185.6507 |
1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochlorideCatalog No.:AA00922I CAS No.:102879-34-5 MDL No.:MFCD09880226 MF:C9H12ClNO MW:185.6507 |
2-(2-Aminoethyl)benzoic acid, HClCatalog No.:AA00866G CAS No.:102879-42-5 MDL No.:MFCD09701432 MF:C9H12ClNO2 MW:201.6501 |
2-hydroxy-N-(2-methylphenyl)acetamideCatalog No.:AA01A366 CAS No.:102879-43-6 MDL No.:MFCD08442914 MF:C9H11NO2 MW:165.1891 |
2-Pyridinecarboxylicacid, 3-propyl-Catalog No.:AA007YEW CAS No.:102879-48-1 MDL No.:MFCD20646417 MF:C9H11NO2 MW:165.1891 |
4-(Pyridin-2-yl)butanoic acidCatalog No.:AA0033R6 CAS No.:102879-51-6 MDL No.:MFCD00234552 MF:C9H11NO2 MW:165.1891 |
2-(1-Cyano-1-methylethyl)azocarboxamideCatalog No.:AA003AZD CAS No.:10288-28-5 MDL No.:MFCD00142886 MF:C5H8N4O MW:140.1432 |
2,3-Dihydro-1,4-benzodioxin-5-olCatalog No.:AA007IZS CAS No.:10288-36-5 MDL No.:MFCD02103729 MF:C8H8O3 MW:152.1473 |
2,3-Dihydrobenzo[b][1,4]dioxin-6-olCatalog No.:AA00866A CAS No.:10288-72-9 MDL No.:MFCD06656571 MF:C8H8O3 MW:152.1473 |
2-((2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)oxy)acetic acidCatalog No.:AA01EQJL CAS No.:10288-82-1 MDL No.:MFCD02731438 MF:C10H10O5 MW:210.1834 |
[4-(2-Aminoethyl)phenyl]dimethylaminedihydrochlorideCatalog No.:AA0090US CAS No.:102880-23-9 MDL No.:MFCD11226483 MF:C10H18Cl2N2 MW:237.1693 |
2-(1H-benzo[d]imidazol-2-yl)propan-2-amine dihydrochlorideCatalog No.:AA01APJE CAS No.:102880-52-4 MDL No.:MFCD22589286 MF:C10H15Cl2N3 MW:248.1522 |
N-methyl-1-(1-methyl-1H-benzimidazol-2-yl)methanamine dihydrochlorideCatalog No.:AA00J1F3 CAS No.:102880-53-5 MDL No.:MFCD17430439 MF:C10H15Cl2N3 MW:248.1522 |
2-(piperazine-1-carbonyl)-1H-indole hydrochlorideCatalog No.:AA01A8TC CAS No.:1028800-67-0 MDL No.:MFCD09797359 MF:C13H16ClN3O MW:265.7386 |
Glimepiride-d5Catalog No.:AA01CBB7 CAS No.:1028809-90-6 MDL No.:MFCD09840664 MF:C24H29D5N4O5S MW:495.6464 |
3-(oxolan-2-yl)-1H-pyrazol-5-amineCatalog No.:AA01BGA6 CAS No.:1028843-21-1 MDL No.:MFCD20482477 MF:C7H11N3O MW:153.1817 |
4-PropylbiphenylCatalog No.:AA003LXE CAS No.:10289-45-9 MDL No.:MFCD00102114 MF:C15H16 MW:196.2875 |
2-Amino-5,6,7,8-tetrahydro-6-(phenylmethyl)pyrido[4,3-d]pyrimidin-4(3h)-oneCatalog No.:AA0091HV CAS No.:1029-52-3 MDL No.:MFCD09999171 MF:C14H16N4O MW:256.3030 |
Bz-met-ohCatalog No.:AA008662 CAS No.:10290-61-6 MDL No.:MFCD00066057 MF:C12H15NO3S MW:253.3174 |
2,6-DichlorobenzenesulfonamideCatalog No.:AA00865Z CAS No.:10290-98-9 MDL No.:MFCD03093819 MF:C6H5Cl2NO2S MW:226.0804 |
1,7-Isoquinolinediamine, 3-(3-methoxyphenyl)-N7,N7-dimethyl-Catalog No.:AA008T7V CAS No.:1029008-71-6 MDL No.:MFCD18910974 MF:C18H19N3O MW:293.3630 |
PexidartinibCatalog No.:AA0039KG CAS No.:1029044-16-3 MDL No.:MFCD28900745 MF:C20H15ClF3N5 MW:417.8148 |
GSK 690693 HydrochlorideCatalog No.:AA01CBD4 CAS No.:1029067-05-7 MDL No.: MF:C21H30O9 MW:426.4575 |
1-(2-methoxyphenyl)pyrazoleCatalog No.:AA009S9U CAS No.:102908-37-2 MDL No.:MFCD15524606 MF:C10H10N2O MW:174.1992 |
MDL73005EFHydrochlorideCatalog No.:AA01DZB4 CAS No.:102908-60-1 MDL No.:MFCD00209917 MF:C20H27ClN2O4 MW:394.8924 |
ethyl 2-[(oxan-2-yl)amino]-1,3-thiazole-5-carboxylateCatalog No.:AA00IZMO CAS No.:1029088-17-2 MDL No.:MFCD11553044 MF:C11H16N2O3S MW:256.3213 |
N2-t-Boc-N6-(biotinamido-6-N-caproylamido)lysineCatalog No.:AA007IZD CAS No.:102910-26-9 MDL No.:MFCD02683285 MF:C27H47N5O7S MW:585.7564 |
ALLYL-D5 ALCOHOL, 98 ATOM % DCatalog No.:AA0096HV CAS No.:102910-30-5 MDL No.:MFCD00274272 MF:C3HD5O MW:63.1099 |
Allyl-d5BromideCatalog No.:AA01DZB5 CAS No.:102910-37-2 MDL No.:MFCD01074191 MF:C3BrD5 MW:126.0066 |
2-Chloro-1-[isocyano(toluene-4-sulphonyl)]methylbenzeneCatalog No.:AA008UE8 CAS No.:1029104-34-4 MDL No.:MFCD04114781 MF:C15H12ClNO2S MW:305.7793 |
5-NAPHTHALEN-1-YL-1H-PYRAZOLE-3-CARBOXYLIC ACIDCatalog No.:AA008UZ8 CAS No.:1029104-45-7 MDL No.:MFCD05170119 MF:C14H10N2O2 MW:238.2414 |
Methyl 5-(benzo[d][1,3]dioxol-5-yl)-1H-pyrazole-3-carboxylateCatalog No.:AA00JEKC CAS No.:1029104-54-8 MDL No.:MFCD04969777 MF:C12H10N2O4 MW:246.2188 |
3-(Thiophen-3-yl)-1H-pyrazole-5-carboxylic acidCatalog No.:AA00J0UO CAS No.:1029108-69-7 MDL No.:MFCD04323087 MF:C8H6N2O2S MW:194.2104 |
5-Pyrazin-2-yl-1H-pyrazole-3-carboxylic acidCatalog No.:AA007YDQ CAS No.:1029108-75-5 MDL No.:MFCD06738985 MF:C8H6N4O2 MW:190.1588 |
4-(PHENOXYPHENYL)PHENYLDIMETHOXYSILANECatalog No.:AA0095DW CAS No.:1029134-33-5 MDL No.: MF:C20H20O3Si MW:336.4565 |
N-[(4E)-6-chloro-3,4-dihydro-2H-1-benzothiopyran-4-ylidene]hydroxylamineCatalog No.:AA00IVZW CAS No.:1029134-50-6 MDL No.:MFCD08056679 MF:C9H8ClNOS MW:213.6839 |
5H-pyrrolo[3,2-d]pyrimidine-4-carboxylic acidCatalog No.:AA0091QW CAS No.:1029144-15-7 MDL No.:MFCD17012972 MF:C7H5N3O2 MW:163.1335 |
Imidazo[1,2-a]pyrazine-8-carboxylic acidCatalog No.:AA0098ZB CAS No.:1029144-45-3 MDL No.:MFCD13189931 MF:C7H5N3O2 MW:163.1335 |
Thieno[3,2-d]pyrimidine-4-carboxylic acidCatalog No.:AA008TXX CAS No.:1029144-49-7 MDL No.:MFCD17015875 MF:C7H4N2O2S MW:180.1839 |
3-Bromo-4-methylbenzenesulfonyl chlorideCatalog No.:AA0095GV CAS No.:1029145-99-0 MDL No.:MFCD12922946 MF:C7H6BrClO2S MW:269.5433 |
4-CyclobutylphenolCatalog No.:AA01ACI8 CAS No.:10292-59-8 MDL No.:MFCD21099815 MF:C10H12O MW:148.2017 |
2-CyclopropylphenolCatalog No.:AA007IZ9 CAS No.:10292-60-1 MDL No.:MFCD06802666 MF:C9H10O MW:134.1751 |
4-CyclopropylphenolCatalog No.:AA007IZ8 CAS No.:10292-61-2 MDL No.:MFCD06802405 MF:C9H10O MW:134.1751 |
4-methyl-N'-(3-oxocyclohex-1-en-1-yl)benzene-1-sulfonohydrazideCatalog No.:AA00IX3V CAS No.:102921-12-0 MDL No.:MFCD00129313 MF:C13H16N2O3S MW:280.3427 |
(2-(Methylthio)pyrimidin-4-yl)methanolCatalog No.:AA0095DO CAS No.:102921-92-6 MDL No.:MFCD12964108 MF:C6H8N2OS MW:156.2055 |
1-Phenylcyclopropanecarboximidamide hydrochlorideCatalog No.:AA00J2FB CAS No.:1029234-11-4 MDL No.:MFCD26959610 MF:C10H13ClN2 MW:196.6766 |
(+)-3-BromocamphorCatalog No.:AA003BEZ CAS No.:10293-06-8 MDL No.:MFCD00003744 MF:C10H15BrO MW:231.1295 |
(+)-3,9-DibromocamphorCatalog No.:AA003B9D CAS No.:10293-10-4 MDL No.:MFCD00167983 MF:C10H14Br2O MW:310.0256 |
4-Bromo-2-chlorophenyl acetateCatalog No.:AA01BIAX CAS No.:102932-05-8 MDL No.:MFCD00457516 MF:C8H6BrClO2 MW:249.4890 |
7-Hydroxy DoxazosinCatalog No.:AA00864A CAS No.:102932-25-2 MDL No.:MFCD09840725 MF:C22H23N5O5 MW:437.4485 |
6-Hydroxy DoxazosinCatalog No.:AA008649 CAS No.:102932-26-3 MDL No.:MFCD09840723 MF:C22H23N5O5 MW:437.4485 |
[4-(Butan-2-yl)phenyl]methanolCatalog No.:AA01A4TX CAS No.:102934-60-1 MDL No.:MFCD16301138 MF:C11H16O MW:164.2441 |
(S)-2-((Phenylcarbamoyl)oxy)propanoic acidCatalog No.:AA003CAM CAS No.:102936-05-0 MDL No.:MFCD00063138 MF:C10H11NO4 MW:209.1986 |
N-CyclopentylthioureaCatalog No.:AA008646 CAS No.:102936-57-2 MDL No.:MFCD01764323 MF:C6H12N2S MW:144.2379 |
2-(Cyclopropylamino)acetic acidCatalog No.:AA007IZ0 CAS No.:10294-18-5 MDL No.:MFCD11185506 MF:C5H9NO2 MW:115.1305 |
Silver sulfateCatalog No.:AA003U6U CAS No.:10294-26-5 MDL No.:MFCD00003407 MF:Ag2O4S MW:311.7990 |
Gold(III) bromideCatalog No.:AA003QQK CAS No.:10294-28-7 MDL No.:MFCD00014171 MF:AuBr3 MW:436.6785 |
Gold(I) chlorideCatalog No.:AA003QQG CAS No.:10294-29-8 MDL No.:MFCD00046175 MF:AuCl MW:232.4196 |
GOLD(I) IODIDECatalog No.:AA003QQI CAS No.:10294-31-2 MDL No.:MFCD08700411 MF:AuI MW:323.8710 |
Barium perchlorate trihydrateCatalog No.:AA003NWO CAS No.:10294-39-0 MDL No.:MFCD00003440 MF:BaCl2H6O11 MW:390.2740 |
CERAMICS-AEium(III) nitrate hexahydrateCatalog No.:AA003OOA CAS No.:10294-41-4 MDL No.:MFCD00010926 MF:CeH12N3O15 MW:434.2224 |
Cerium(IV) sulfate tetrahydrateCatalog No.:AA003OOG CAS No.:10294-42-5 MDL No.:MFCD00149427 MF:CeH8O12S2 MW:404.3023 |
Copper(II) Perchlorate HexahydrateCatalog No.:AA003OZH CAS No.:10294-46-9 MDL No.:MFCD00661054 MF:Cl2CuO8 MW:262.4472 |
COBALT(II) PHOSPHATE OCTAHYDRATECatalog No.:AA003OYJ CAS No.:10294-50-5 MDL No.:MFCD00150210 MF:Co3H2O9P2 MW:384.7576 |
Cesium sulfateCatalog No.:AA003OOU CAS No.:10294-54-9 MDL No.:MFCD00010959 MF:Cs2O4S MW:361.8735 |
Tin(II) iodideCatalog No.:AA007Y9L CAS No.:10294-70-9 MDL No.:MFCD00049545 MF:I2Sn MW:372.5099 |
2-Chloro-3-fluorobenzoic acidCatalog No.:AA003GSN CAS No.:102940-86-3 MDL No.:MFCD00973903 MF:C7H4ClFO2 MW:174.5569 |
1-(2-(1-Boc-piperidin-4-yl)-ethyl)-1h-pyrazol-4-ylamineCatalog No.:AA00H9T0 CAS No.:1029413-43-1 MDL No.:MFCD10687119 MF:C15H26N4O2 MW:294.3925 |
1-(Oxolan-2-ylmethyl)-1h-pyrazol-4-amineCatalog No.:AA00H9T1 CAS No.:1029413-45-3 MDL No.:MFCD11128191 MF:C8H13N3O MW:167.2083 |
4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazoleCatalog No.:AA0096SV CAS No.:1029413-51-1 MDL No.:MFCD10687122 MF:C11H18N4O2 MW:238.2862 |
4-Amino-1-(1-boc-pyrrolidin-3-yl)-1h-pyrazoleCatalog No.:AA0090X9 CAS No.:1029413-53-3 MDL No.:MFCD10687121 MF:C12H20N4O2 MW:252.3128 |
4-Amino-1-(1-Boc-piperidin-4-yl)-1H-pyrazoleCatalog No.:AA0033T4 CAS No.:1029413-55-5 MDL No.:MFCD10687120 MF:C13H22N4O2 MW:266.3394 |
3,5-dimethylcyclohexane-1-carbonitrileCatalog No.:AA01A5FB CAS No.:102942-74-5 MDL No.:MFCD20404055 MF:C9H15N MW:137.2221 |
3-Piperidinecarboxylic acid, 4-methyl-2-oxo-, ethyl esterCatalog No.:AA007IGN CAS No.:102943-15-7 MDL No.:MFCD24557492 MF:C9H15NO3 MW:185.2203 |
Ethyl (2-oxopiperidin-4-yl)acetateCatalog No.:AA0094HA CAS No.:102943-18-0 MDL No.:MFCD11045364 MF:C9H15NO3 MW:185.2203 |
(1R)-1-(4-Bromophenyl)-2-chloroethan-1-olCatalog No.:AA019QEB CAS No.:1029431-48-8 MDL No.:MFCD09863571 MF:C8H8BrClO MW:235.5055 |
4-(tert-Butoxycarbonyl)thiazole-2-carboxylic acidCatalog No.:AA003FSX CAS No.:1029432-03-8 MDL No.:MFCD11113307 MF:C9H11NO4S MW:229.2529 |
4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiolCatalog No.:AA0095ZC CAS No.:1029438-23-0 MDL No.:MFCD22493520 MF:C12H17BO2S MW:236.1382 |
4-(3-Methylphenoxy)phenylboronic acidCatalog No.:AA00H9T2 CAS No.:1029438-39-8 MDL No.:MFCD28024838 MF:C13H13BO3 MW:228.0515 |
4-(p-tolyloxy)phenylboronic acidCatalog No.:AA01E6I9 CAS No.:1029438-40-1 MDL No.:MFCD26401893 MF:C13H13BO3 MW:228.0515 |
[4-(4-Aminophenoxy)phenyl]boronic acidCatalog No.:AA00946T CAS No.:1029438-85-4 MDL No.:MFCD22192392 MF:C12H12BNO3 MW:229.0396 |
3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolCatalog No.:AA00863Y CAS No.:1029439-02-8 MDL No.:MFCD16994421 MF:C12H16BFO3 MW:238.0630 |
4,4,5,5-tetramethyl-2-{4-[(3-methylphenyl)methoxy]phenyl}-1,3,2-dioxaborolaneCatalog No.:AA01FFVS CAS No.:1029439-14-2 MDL No.:MFCD22493805 MF:C20H25BO3 MW:324.2217 |
4-(N-Phenylaminomethyl)phenylboronic acid, pinacol esterCatalog No.:AA003S8I CAS No.:1029439-56-2 MDL No.:MFCD06795652 MF:C19H24BNO2 MW:309.2104 |
B-[4-[(2,3-dihydro-1H-indol-1-yl)methyl]phenyl]-Boronic acidCatalog No.:AA01FRFN CAS No.:1029439-58-4 MDL No.:MFCD16413666 MF:C15H16BNO2 MW:253.1040 |
(4-((3,4-dihydroquinolin-1(2H)-yl)methyl)phenyl)boronic acidCatalog No.:AA01FKX6 CAS No.:1029439-59-5 MDL No.:MFCD31916477 MF:C16H18BNO2 MW:267.1306 |
(4-((methyl(phenyl)amino)methyl)phenyl)boronic acidCatalog No.:AA01FNKA CAS No.:1029439-60-8 MDL No.:MFCD16198082 MF:C14H16BNO2 MW:241.0933 |
(4-((naphthalen-1-ylamino)methyl)phenyl)boronic acidCatalog No.:AA01FL4N CAS No.:1029439-61-9 MDL No.:MFCD31916483 MF:C17H16BNO2 MW:277.1254 |
3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolCatalog No.:AA00944U CAS No.:1029439-70-0 MDL No.:MFCD16994424 MF:C12H16BClO3 MW:254.5176 |