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20734-58-1,MFCD00003920
Catalog No.:AA002IX2

20734-58-1 | 1,8-Bis(dimethylamino)naphthalene

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002IX2
Chemical Name:
1,8-Bis(dimethylamino)naphthalene
CAS Number:
20734-58-1
Molecular Formula:
C14H18N2
Molecular Weight:
214.3061
MDL Number:
MFCD00003920
SMILES:
CN(c1cccc2c1c(ccc2)N(C)C)C
Properties
Properties
 
BP:
304.4°C at 760 mmHg  
Form:
Solid  
MP:
49-51 °C(lit.)  
Solubility:
Soluble in organic solvents.  
Stability:
Light Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
203  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
3.4  

Literature

Title: Time-dependent intensity changes of free fatty acids detected by matrix-assisted laser desorption and ionization time-of-flight mass spectrometry in the presence of 1,8-bis-(dimethylamino)naphthalene--a cautionary note.

Journal: Rapid communications in mass spectrometry : RCM 20120715

Title: Proton sponge-functionalized silica as high performance adsorbents for solid-phase extraction of trace perfluoroalkyl sulfonates in the environmental water samples and their direct analysis by MALDI-TOF-MS.

Journal: The Analyst 20120507

Title: The synthesis of 2'-methylseleno adenosine and guanosine 5'-triphosphates.

Journal: Bioorganic & medicinal chemistry 20120401

Title: Sublimation of new matrix candidates for high spatial resolution imaging mass spectrometry of lipids: enhanced information in both positive and negative polarities after 1,5-diaminonapthalene deposition.

Journal: Analytical chemistry 20120221

Title: Improved detection of phosphopeptides by negative ion matrix-assisted laser desorption/ionization mass spectrometry using a proton sponge co-matrix.

Journal: Analytica chimica acta 20120120

Title: H-bond-assisted intramolecular nucleophilic displacement of the 1-NMe2 group in 1,8-bis(dimethylamino)naphthalenes as a route to multinuclear heterocyclic compounds and strained naphthalene derivatives.

Journal: The Journal of organic chemistry 20110902

Title: Quantitative detection of trace perfluorinated compounds in environmental water samples by Matrix-assisted Laser Desorption/Ionization-Time of Flight Mass Spectrometry with 1,8-bis(tetramethylguanidino)-naphthalene as matrix.

Journal: Talanta 20110715

Title: Lipid fingerprinting of gram-positive lactobacilli by intact--matrix-assisted laser desorption/ionization mass spectrometry using a proton sponge based matrix.

Journal: Rapid communications in mass spectrometry : RCM 20110630

Title: Hybrid organic-inorganic catalytic mesoporous materials with proton sponges as building blocks.

Journal: Physical chemistry chemical physics : PCCP 20110628

Title: A simple one-dimensional method of chemical shift anisotropy determination under MAS conditions.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20101201

Title: A colorimetric proton sponge.

Journal: The Journal of organic chemistry 20101015

Title: Synthesis of C-substituted t-BuNH-8,9-R,R'-nido-7,8,9-C3B8H9 (R,R' = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds and their tautomeric conversions. Effect of substituents on tautomeric equilibria between neutral and zwitterionic forms.

Journal: Dalton transactions (Cambridge, England : 2003) 20100507

Title: An experimental solution to the 'missing hydrogens' question surrounding the macropolyhedral 19-vertex boron hydride monoanion [B19H22]-, a simplification of its synthesis, and its use as an intermediate in the first example of syn-B18H22 to anti-B18H22 isomer conversion.

Journal: Inorganic chemistry 20100503

Title: Symmetrization of cationic hydrogen bridges of protonated sponges induced by solvent and counteranion interactions as revealed by NMR spectroscopy.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100201

Title: Proton sponge: a novel and versatile MALDI matrix for the analysis of metabolites using mass spectrometry.

Journal: Analytical chemistry 20091001

Title: 1,8-Bis(dimethylamino)naphthalene: a novel superbasic matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of fatty acids.

Journal: Rapid communications in mass spectrometry : RCM 20090801

Title: Degenerate intermolecular and intramolecular proton-transfer reactions: electronic structure of the transition states.

Journal: The journal of physical chemistry. A 20090723

Title: Probing molecular recognition in the solid-state by use of an enolizable chromophoric barbituric acid.

Journal: The Journal of organic chemistry 20080704

Title: Application of the PM6 method to modeling the solid state.

Journal: Journal of molecular modeling 20080601

Title: Carbon-13 NMR relaxation study of 1,8-bis(dimethylamino)naphthalene in isotropic solution.

Journal: The journal of physical chemistry. A 20080529

Title: Diimine supported group 10 hydroxo, oxo, amido, and imido complexes.

Journal: Dalton transactions (Cambridge, England : 2003) 20080507

Title: Influence of N-substituent and solvent on internal conversion in 1-aminonaphthalenes.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071001

Title: Solid-phase synthesis of oligodeoxyribonucleoside boranophosphates by the boranophosphotriester method.

Journal: The Journal of organic chemistry 20060526

Title: 1,8-Bis(hexamethyltriaminophosphazenyl)naphthalene, HMPN: a superbasic bisphosphazene 'proton sponge'.

Journal: Journal of the American Chemical Society 20051116

Title: (Fluoren-9-ylidene)methanedithiolato complexes of platinum: synthesis, reactivity, and luminescence.

Journal: Inorganic chemistry 20051003

Title: Study of photoinduced electron transfer between [60]fullerene and proton-sponge by laser flash photolysis: addition effects of organic acid.

Journal: The journal of physical chemistry. A 20050721

Title: Oxygen-bridged borate anions from tris(pentafluorophenyl)borane: synthesis, NMR characterization, and reactivity.

Journal: Inorganic chemistry 20050711

Title: Sonic spray as a dual polarity ion source for ion/ion reactions.

Journal: Analytical chemistry 20050601

Title: Femtosecond excited state studies of the two-center three-electron bond driven twisted internal charge transfer dynamics in 1,8-bis(dimethylamino)naphthalene.

Journal: The journal of physical chemistry. A 20050428

Title: Macropolyhedral boron-containing cluster chemistry. The reaction of B16H20 and B14H18 with [PtMe2(PMe2Ph)2] to give [(PMe2Ph)2PtB16H17Me] and [(PMe2Ph)2PtB14H16].

Journal: Dalton transactions (Cambridge, England : 2003) 20050421

Title: NMR relaxation study of the protonated form of 1,8-Bis(dimethylamino)naphthalene in isotropic solution: anisotropic motion outside of extreme narrowing and ultrafast proton transfer.

Journal: The journal of physical chemistry. A 20050113

Title: Synthesis and characterization of novel monocarbollide exo-closo-(pi-arene)biruthenacarboranes [(PPh3)mClRu(eta6-C6H5R)Ru'CB10H11-n(OMe)n] (where R = H, m = 2, n = 1; R = mu-PPh2, m = 1, n = 0, 1).

Journal: Inorganic chemistry 20041004

Title: Unusually Large Primary (2)H/(1)H Kinetic Isotope Effects Accompanying a syn-beta-H Elimination Reaction in a sigma-Alkyl-Palladium Complex.

Journal: Journal of the American Chemical Society 20040310

Title: Electron-transfer-induced substitution of alkylated C60 chlorides with proton sponge.

Journal: The Journal of organic chemistry 20040123

Title: From weak interactions to covalent bonds: a continuum in the complexes of 1,8-bis(dimethylamino)naphthalene.

Journal: Journal of the American Chemical Society 20030409

Title: 1,8-bis(tetramethylguanidino)naphthalene (TMGN): a new, superbasic and kinetically active 'proton sponge'.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020402

Title: Symmetry of N-H-N hydrogen bonds in 1,8-bis(dimethylamino)naphthalene.H+ and 2,7-dimethoxy-1,8-bis(dimethylamino)naphthalene.H+.

Journal: Journal of the American Chemical Society 20010711

Title: Ten-vertex rhodadithiaborane chemistry:

Journal: Acta crystallographica. Section C, Crystal structure communications 20010501

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Tags:20734-58-1 Molecular Formula|20734-58-1 MDL|20734-58-1 SMILES|20734-58-1 1,8-Bis(dimethylamino)naphthalene |Organic_Building_Blocks