Home Other Building Blocks 550-44-7
550-44-7,MFCD00023063
Catalog No.:AA003HMW

550-44-7 | N-Methylphthalimide

Pack Size
Purity
Availability
Price(USD)
Quantity
  
10g
98%
in stock  
$7.00   $5.00
- +
25g
98%
in stock  
$11.00   $8.00
- +
100g
98%
in stock  
$16.00   $11.00
- +
500g
98%
in stock  
$54.00   $38.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003HMW
Chemical Name:
N-Methylphthalimide
CAS Number:
550-44-7
Molecular Formula:
C9H7NO2
Molecular Weight:
161.1574
MDL Number:
MFCD00023063
SMILES:
CN1C(=O)c2c(C1=O)cccc2
NSC Number:
44059
Properties
Properties
 
BP:
286°C at 760 mmHg  
Form:
Solid  
MP:
129-132 °C(lit.)  
Refractive Index:
1.4500 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
213  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
XLogP3:
1.3  

Upstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1987,vol.109,#22,p.6758-6764

[2]TetrahedronLetters,1992,vol.33,#38,p.5613-5616

[3]ChemischeBerichte,1898,vol.31,p.1229

[1]ChemischeBerichte,1898,vol.31,p.1229

[1]Chemistry-AEuropeanJournal,2012,vol.18,#11,p.3241-3247

[1]TetrahedronLetters,1991,vol.32,#25,p.2949-2950

[1]TetrahedronLetters,1991,vol.32,#25,p.2949-2950

[2]TetrahedronLetters,1991,vol.32,#25,p.2949-2950

Downstream Synthesis Route

[1]CurrentPatentAssignee:GUANGDONGYOUJUADVANCEDNEWMAT-CN112479975,2021,ALocationinpatent:Paragraph0031-0034

[2]CurrentPatentAssignee:SHANDONGJUANCHENGFANGYUANBEARINGCHEMICAL-CN110437131,2019,ALocationinpatent:Paragraph0071;0074;0077;0080;0083;0086;0089;0092

[3]Roux,MariaVictoria;Jimenez,Pilar;Martin-Luengo,MariaAngeles;Davalos,JuanZ.;Sun,Zhiyuan;Hosmane,RamachandraS.;Liebman,JoelF.[JournalofOrganicChemistry,1997,vol.62,#9,p.2732-2737]

[4]Takebayashi,Satoshi;John,JeremyM.;Bergens,StevenH.[JournaloftheAmericanChemicalSociety,2010,vol.132,#37,p.12832-12834]

[5]Hartmann;Troll[Tetrahedron,1995,vol.51,#16,p.4655-4664]

[6]Kreher,RichardP.;Hennige,Hans;Jelitto,Frank;Preut,Johannes[ZeitschriftfurNaturforschung,B:ChemicalSciences,1989,vol.44,#9,p.1132-1148]

[7]Wanag[Latvijasuniversitatesraksti.Kimijasfakultatesserija,1938,vol.4,p.405,414,419]

[8]Graebe;Pictet[JustusLiebigsAnnalenderChemie,1888,vol.247,p.302]Sachs[ChemischeBerichte,1898,vol.31,p.1229]

[9]Yuan,Xiu-Hua;Zhang,Min-Jie;Kang,Chuan-Qing;Guo,Hai-Quan;Qiu,Xue-Peng;Gao,Lian-Xun[SyntheticCommunications,2006,vol.36,#4,p.435-444]

[10]Locationinpatent:experimentalpartArjunan;Saravanan;Ravindran;Mohan[SpectrochimicaActaPartA:MolecularandBiomolecularSpectroscopy,2009,vol.74,#3,p.642-649]

[11]Lu,Nianhong;Wang,Lihong;Li,Zhanshan;Zhang,Wei[BeilsteinJournalofOrganicChemistry,2012,vol.8,p.192-200]

[1]Dandapani,Sivaraman;Newsome,JefferyJ.;Curran,DennisP.[TetrahedronLetters,2004,vol.45,#35,p.6653-6656]

[2]Chu,Qianli;Henry,Christopher;Curran,DennisP.[OrganicLetters,2008,vol.10,#12,p.2453-2456]

[3]Dandapani,Sivaraman;Curran,DennisP.[Tetrahedron,2002,vol.58,#20,p.3855-3864]

[4]CurrentPatentAssignee:CARLZERBEDR-DE563969,1930,C[Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.19,p.658][Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.19,p.658]

[5]Desmaele,Didier[TetrahedronLetters,1996,vol.37,#8,p.1233-1236]

[6]Pelletier,JeffreyC.;Kincaid,Scott[TetrahedronLetters,2000,vol.41,#6,p.797-800]

[1]CurrentPatentAssignee:YIZHENGHAIFANCHEMICAL-CN106117111,2016,ALocationinpatent:Paragraph0036;0037;0038;0039;0040;0041-0051

[2]Sachs[ChemischeBerichte,1898,vol.31,p.3234]Breslauer;Pictet[ChemischeBerichte,1907,vol.40,p.3785]

[1]Hou,Duen-Ren;Hsieh,Yih-Dar;Hsieh,Yi-Wei[TetrahedronLetters,2005,vol.46,#35,p.5927-5929]

[2]Thapa,Pawan;Corral,Esai;Sardar,Sinjinee;Pierce,BradS.;Foss,FrankW.[JournalofOrganicChemistry,2019,vol.84,#2,p.1025-1034]

[3]Sakurai[BulletinoftheChemicalSocietyofJapan,1932,vol.7,p.155]

[4]Riceetal.[JournaloftheAmericanChemicalSociety,1955,vol.77,p.616,618]

[5]Ohmura,Toshimichi;Kijima,Akihito;Suginome,Michinori[JournaloftheAmericanChemicalSociety,2009,vol.131,p.6070-6071]

[6]Ohmura,Toshimichi;Kijima,Akihito;Suginome,Michinori[OrganicLetters,2011,vol.13,#5,p.1238-1241]

[1]Bai,Ya;Shi,Lingling;Zheng,Lianyou;Ning,Shulin;Che,Xin;Zhang,Zhuoqi;Xiang,Jinbao[OrganicLetters,2021,vol.23,#6,p.2298-2302]

[2]Du,Ya;Hyster,ToddK.;Rovis,Tomislav[ChemicalCommunications,2011,vol.47,#44,p.12074-12076]

[3]Jóźwiak,Andrzej;Zagórski,PiotrM.;Płotka,MieczysławW.;Cal,Dariusz[TetrahedronLetters,2014,vol.55,#15,p.2420-2422]

[4]Das,Shoubhik;Addis,Daniele;Knoepke,LeifR.;Bentrup,Ursula;Junge,Kathrin;Brueckner,Angelika;Beller,Matthias[AngewandteChemie-InternationalEdition,2011,vol.50,#39,p.9180-9184]

[5]Graebe;Pictet[ChemischeBerichte,1884,vol.17,p.1174][JustusLiebigsAnnalenderChemie,1888,vol.247,p.303]

[6]Berube,Denis;Lessard,Jean[CanadianJournalofChemistry,1982,vol.60,p.1127-1142]

[7]Guo;Schultz[JournalofOrganicChemistry,2001,vol.66,#6,p.2154-2157]

[8]Li,Jing;Chen,Jian;Chen,Hai-Bo;Chen,Wei-Xing[SyntheticCommunications,1998,vol.28,#7,p.1281-1286]

[9]Milewska,MariaJ.;Bytner,Tomasz;Polonski,Tadeusz[Synthesis,1996,#12,p.1485-1488]

[10]Thapa,Pawan;Corral,Esai;Sardar,Sinjinee;Pierce,BradS.;Foss,FrankW.[JournalofOrganicChemistry,2019,vol.84,#2,p.1025-1034]

[11]Papa,Veronica;Cabrero-Antonino,JoseR.;Spannenberg,Anke;Junge,Kathrin;Beller,Matthias[Catalysisscienceandtechnology,2020,vol.10,#18,p.6116-6128]

[12]Kise,Naoki;Manto,Tatsuhiro;Sakurai,Toshihiko[Tetrahedron,2020,vol.76,#52]

Literature

Title: Electroreductive coupling of phthalimides with alpha,beta-unsaturated esters: unusual rearrangement of resulting silyl ketene acetals.

Journal: Organic letters 20091105

Title: Structural, vibrational and DFT studies on 2-chloro-1H-isoindole-1,3(2H)-dione and 2-methyl-1H-isoindole-1,3(2H)-dione.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20091015

Title: Radical aminomethylation of unactivated alkenes.

Journal: Organic letters 20080807

Title: Toward prediction of alkane/water partition coefficients.

Journal: Journal of medicinal chemistry 20080710

Title: Control of photophysical properties and photoreactions of aromatic imides by use of intermolecular hydrogen bonding.

Journal: The Journal of organic chemistry 20080704

Title: 5,6-Dichloro-2-(2-hydroxy-phen-yl)-iso-indoline-1,3-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20080501

Title: Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides.

Journal: Carbohydrate research 20070702

Title: Electroreduction of N-methylphthalimide in room temperature ionic liquids under insonated and silent conditions.

Journal: Ultrasonics sonochemistry 20050801

Title: Titanocene-catalyzed coupling of aromatic amides in the presence of organosilanes: a novel route to vicinal diamines and a new class of amine-substituted oligomers.

Journal: The Journal of organic chemistry 20041001

Title: Synthesis of cycloalkynes via photochemical decarboxylation of omega-phthalimidoalkynoates.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20040301

Title: Intracellular accumulation and activity of ampicillin used as free drug and as its phthalimidomethyl or pivaloyloxymethyl ester (pivampicillin) against Listeria monocytogenes in J774 macrophages.

Journal: The Journal of antimicrobial chemotherapy 20031001

Title: Synthesis and biological activity of pyridinium-type acetylcholinesterase inhibitors.

Journal: The Journal of pharmacy and pharmacology 20031001

Title: Photolysis experiments on phosmet, an organophosphorus insecticide.

Journal: Journal of agricultural and food chemistry 20030924

Title: Cell handling, membrane-binding properties, and membrane-penetration modeling approaches of pivampicillin and phthalimidomethylampicillin, two basic esters of ampicillin, in comparison with chloroquine and azithromycin.

Journal: Pharmaceutical research 20030401

Title: Sorption and degradation characteristics of phosmet in two contrasting Australian soils.

Journal: Journal of environmental quality 20020101

Title: Synergistic antiviral effect of PEG-asparaginase (ONCASPAR), with protease inhibitor alone and in combination with RT inhibitors against HIV-1 infected T-cells: a model of HIV-1-induced T-cell lymphoma.

Journal: In vivo (Athens, Greece) 20010101

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:550-44-7 Molecular Formula|550-44-7 MDL|550-44-7 SMILES|550-44-7 N-Methylphthalimide |Organic_Building_Blocks