N-tert-Butylformamide

Base Information

• Chemical Name: N-tert-Butylformamide
• CAS No.: 2425-74-3
• Deprecated CAS: 51597-77-4
• Molecular Formula: C5H11 N O
• Molecular Weight: 101.148
• Hs Code.: 2924199090
• European Community (EC) Number: 219-369-6
• NSC Number: 7082
• UNII: GZ0P5X0IRF
• DSSTox Substance ID: DTXSID2062408
• Nikkaji Number: J26.739B
• Wikidata: Q27279357
• Mol file: 2425-74-3.mol

Synonyms:N-tert-Butylformamide;2425-74-3;tert-Butylformamide;Formamide, N-(1,1-dimethylethyl)-;Formamide, N-(tert-butyl)-;N-T-BUTYLFORMAMIDE;Formamide, N-tert-butyl-;N-(1,1-Dimethylethyl)formamide;N-Formyl-tert-butylamine;N-(1,1-Dimethyl)formamide;HSDB 5877;NSC 7082;AI3-22415 (USDA);EINECS 219-369-6;UNII-GZ0P5X0IRF;GZ0P5X0IRF;BRN 1738869;AI3-22415;NSC-7082;4-04-00-00661 (Beilstein Handbook Reference);NSC7082;tert.-butylformamide;Formamide,1-dimethylethyl)-;SCHEMBL26779;N-tert-Butylformamide, 98%;2,3-DIBROMOBUTYRICACID;WLN: VHMX1&1&1;DTXSID2062408;SCHEMBL15223128;N-T-BUTYLFORMAMIDE [HSDB];MFCD00003277;AKOS006222544;LS-69440;B1273;FT-0634263;D88776;J-015417;Q27279357

Chemical Property of N-tert-Butylformamide

Chemical Property:

• Vapor Pressure: 0.299mmHg at 25°C
• Melting Point: 16 °C(lit.)
• Refractive Index: n20/D 1.433(lit.)
• Boiling Point: 202 °C(lit.)
• PKA: 16.47±0.23(Predicted)
• Flash Point: 95.7°C
• PSA: 29.10000
• Density: 0.862g/cm³
• LogP: 1.55770
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 63

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-tert-Butylformamide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Amides (
• Canonical SMILES: CC(C)(C)NC=O
• Uses: N-tert-Butylformamide was used to investigate the ability of low molecular weight amides to function as non-aqueous amphiphile self-assembly media.

Technology Process of N-tert-Butylformamide

There total 32 articles about N-tert-Butylformamide 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%

carbon dioxide (124-38-9,18923-20-1) + tert-butylamine (75-64-9) → t-butylformamide (2425-74-3)

Guidance literature:

With C₂₁H₂₄N₂; phenylsilane; In tetrahydrofuran; at 20 ℃; for 2h; under 750.075 - 2250.23 Torr; Reagent/catalyst; Solvent; Temperature; Time; Concentration; Inert atmosphere; Glovebox;

Reference yield: 95.0%

formic acid (64-18-6) + tert-butylamine (75-64-9) → t-butylformamide (2425-74-3)

Guidance literature:

With aminoproplylated mesoporous SBA-15 silica; at 40 ℃; for 0.0833333h; chemoselective reaction; Neat (no solvent);

DOI:10.1135/cccc2011131

Reference yield: 93.0%

N-t-butyl-1-imidazolecarboxamide (1140736-91-9) → t-butylformamide (2425-74-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.tetlet.2017.04.072

upstream raw materials:

formic acid

tert-butylamine

formic acid ethyl ester

hydrogen cyanide

Downstream raw materials:

tert-butylamine

N-(tert-butyl)cyclohexanamine

N-tert.Butyl-N'-[4-(2-methyl-imidazol-4-yl)phenyl]-formamidine

2-(tert-butylaminocarbonyl)-1,4-dibromobenzene

Refernces

• 1、 Choi, Young-Seop,Shim, Yu Na,Lee, Jeesun,Yoon, Jung Hee,Hong, Chang Seop,Cheong, Minserk,Kim, Hoon Sik,Jang, Ho Gyeom,Lee, Je Seung. "Ionic liquids as benign catalysts for the carbonylation of amines to formamides". . p. 87 - 92. Retrieved 2011.
• 2、 Huang, Hsin-Yi,Liang, Chien-Fu,Lin, Xiu-Yi,Yen, Shih-Yao. "Facile access to: N-formyl imide as an N-formylating agent for the direct synthesis of N-formamides, benzimidazoles and quinazolinones". supporting information. p. 5726 - 5733. Retrieved 2020/08/21.
• 3、 Huang, Zijun,Jiang, Xiaolin,Zhou, Shaofang,Yang, Peiju,Du, Chen-Xia,Li, Yuehui. "Mn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2". . p. 3054 - 3059. Retrieved 2019/04/10.