N-Methylformamide

Base Information

• Chemical Name: N-Methylformamide
• CAS No.: 123-39-7
• Molecular Formula: C2H5NO
• Molecular Weight: 59.0678
• Hs Code.: 2924199090
• European Community (EC) Number: 204-624-6,685-830-7,685-200-1
• ICSC Number: 1087
• NSC Number: 3051
• UNII: XPE4G7Y986
• DSSTox Substance ID: DTXSID0025608
• Nikkaji Number: J2.498H
• Wikipedia: N-Methylformamide
• Wikidata: Q138742
• NCI Thesaurus Code: C1163
• Metabolomics Workbench ID: 37612
• ChEMBL ID: CHEMBL9240
• Mol file: 123-39-7.mol

Synonyms:methylformamide;monomethylformamide;N-methylformamide;NSC 3051

Chemical Property of N-Methylformamide

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.808mmHg at 25°C
• Melting Point: -3.2 °C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 182.5 °C at 760 mmHg
• PKA: 16.48±0.23(Predicted)
• Flash Point: 81.5 °C
• PSA: 29.10000
• Density: 0.872 g/cm³
• LogP: 0.38900
• Water Solubility.: miscible
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 59.037113783
• Heavy Atom Count: 4
• Complexity: 20

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T:Toxic
• Statements: R21:; R61:
• Safety Statements: S45:; S53:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Amides (
• Canonical SMILES: CNC=O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes. The substance may cause effects on the liver. This may result in liver impairment.

Technology Process of N-Methylformamide

There total 43 articles about N-Methylformamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

triethyl(methylamino)silane (3294-31-3) → N-Methylformamide (123-39-7) + Hexamethyldisiloxane (107-46-0) + 1,1,1-triethyl-3,3,3-trimethyl-disiloxane (2652-41-7) + hexaethyl disiloxane (994-49-0)

Guidance literature:

With trimethylsilyl formate; at 20 ℃; for 1h;

Reference yield: 80.2%

trimethylsilyl formate (18243-21-5) → N-Methylformamide (123-39-7) + Hexamethyldisiloxane (107-46-0) + 1,1,1-triethyl-3,3,3-trimethyl-disiloxane (2652-41-7) + hexaethyl disiloxane (994-49-0)

Guidance literature:

With N-Methylformamide; triethyl(methylamino)silane; at 20 ℃; for 0.0333333h;

Reference yield: 45.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide (2196-95-4,17213-48-8) → N-Methylformamide (123-39-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,1'-dihydroxy-2,2'-diphenyl-3,3'-biindole (5169-64-2) + 2,2'-diphenyl-1H,1'H-3,3'-biindole (2415-33-0)

Guidance literature:

In benzene; at 140 ℃; for 14h; Product distribution;

DOI:10.1007/BF00808311

upstream raw materials:

methyl isocyanate

hexamethylenetetramine

formamide

4-hydroxy-1,3-dimethyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide

Downstream raw materials:

N,3,3-trimethylglutarimide

(E)-3-(4-methoxybenzylidene)-2-methylisoindolin-1-one

N-cyclohexylpiperidine-1-carboxaldehyde

N-methylcyclohexylamine

Refernces

• 1、 Xu, Bingjun,Zhou, Ling,Madix, Robert J.,Friend, Cynthia M.. "Highly selective acylation of dimethylamine mediated by oxygen atoms on metallic gold surfaces". . p. 394 - 398. Retrieved 2010.
• 2、 Miyazawa et al.. "-". . p. 408,409,412,414. Retrieved 1956.
• 3、 Huang, Yuanzheng,Jia, Ying,Shen, Keke,Hou, Ruomeng,Zhang, Yongyong,Hou, Li'an. "Degradation of gaseous unsymmetrical dimethylhydrazine by vacuum ultraviolet coupled with MnO2". . p. 1194 - 1202. Retrieved 2021.
• 4、 Dunstan,Dymond. "-". . p. 216. Retrieved 1894.
• 5、 Wang, Yehong,Zhang, Jian,Chen, Haijun,Zhang, Zhixin,Zhang, Chaofeng,Li, Mingrun,Wang, Feng. "Ru/ceria-catalyzed direct formylation of amines and CO to produce formamides". . p. 88 - 92. Retrieved 2017.
• 6、 Citroni, Margherita,Bini, Roberto,Pagliai, Marco,Cardini, Gianni,Schettino, Vincenzo. "Nitromethane decomposition under high static pressure". . p. 9420 - 9428. Retrieved 2010.
• 7、 Winteler et al.. "-". . p. 2370,2376. Retrieved 1954.
• 8、 Feng, Xiaoming,Hu, Xinyue,Lin, Lili,Wang, Kaixuan,Xu, Chaoran,Zhou, Yuqiao. "Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones". supporting information. p. 8917 - 8920. Retrieved 2021/09/10.