N-Butylformamide

Base Information

• Chemical Name: N-Butylformamide
• CAS No.: 871-71-6
• Molecular Formula: C5H11 N O
• Molecular Weight: 101.148
• NSC Number: 5939
• UNII: S17P62W6IH
• DSSTox Substance ID: DTXSID10236131
• Nikkaji Number: J49.652I
• Wikidata: Q27157653
• Metabolomics Workbench ID: 135347
• ChEMBL ID: CHEMBL45466
• Mol file: 871-71-6.mol

Synonyms:N-Butylformamide;N-n-Butylformamide;Butylformamide;Formamide, N-butyl-;871-71-6;N-Butyl-formamide;FORMAMIDE, N-n-BUTYL-;NSC 5939;BRN 1700042;UNII-S17P62W6IH;CHEMBL45466;AI3-04127;S17P62W6IH;CHEBI:84287;NSC-5939;4-04-00-00564 (Beilstein Handbook Reference);NSC5939;WLN: VHM4;SCHEMBL26602;DTXSID10236131;BDBM50064269;AKOS006274295;LS-69439;FT-0693719;EN300-211463;Q27157653

Chemical Property of N-Butylformamide

Chemical Property:

• Vapor Pressure: 0.176mmHg at 25°C
• Boiling Point: 212.1°C at 760 mmHg
• Flash Point: 109.3°C
• PSA: 29.10000
• Density: 0.863g/cm³
• LogP: 1.55930
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 45.3

Purity/Quality:

99% ^*data from raw suppliers

N-BUTYLFORMAMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Amides (
• Canonical SMILES: CCCCNC=O

Technology Process of N-Butylformamide

There total 14 articles about N-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: 80.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + N-butylamine (109-73-9,85404-21-3) → N-butylformamide (871-71-6) + ethyl n-valerate (539-82-2) + N-(ethoxycarbonyl)butylamine (591-62-8) + butanoic acid ethyl ester (105-54-4)

Guidance literature:

With oxygen; Sulfate; zirconium(IV) oxide; palladium dichloride; at 170 ℃; for 3h; under 45003.6 Torr; Title compound not separated from byproducts;

DOI:10.1006/jcat.2001.3350

Reference yield: 60.0%

N-butylamine (109-73-9,85404-21-3) + 2,2-Dichloro-3-oxo-butyraldehyde (160663-31-0) → N-butylformamide (871-71-6) + 1,1-Dichloroacetone (513-88-2)

Guidance literature:

In tetrachloromethane; for 12h; Ambient temperature;

Reference yield: 31.0%

(Z)-3-iodobut-2-enoic acid (34450-60-7) + N-butylamine (109-73-9,85404-21-3) + phenylacetylene (536-74-3) → N-butylformamide (871-71-6) + 5-benzyl-1-butyl-5-hydroxy-4-methyl-1,5-dihydro-2H-pyrrol-2-one

Guidance literature:

(Z)-3-iodobut-2-enoic acid; With potassium carbonate; In N,N-dimethyl-formamide; at -78 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

N-butylamine; phenylacetylene; With copper(l) iodide; In N,N-dimethyl-formamide; at 50 ℃; Reagent/catalyst; Solvent; Catalytic behavior; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201500994

upstream raw materials:

1,4-dioxane

ethylene glycol

N-butylamine

formic acid ethyl ester

Downstream raw materials:

N-n-butyl-N-methylamine

butyl-(1-phenyl-ethyl)-amine; hydrochloride

Butylaminomethyl-phenyl-phosphinic acid

N-butylbenzo[d]oxazol-2-amine

Refernces

• 1、 Popov, Yu. V.,Mokhov,Shcherbakova. "Colloid and nanosized catalysts in organic synthesis: XIV. Reductive amination and amidation of carbonitriles catalyzed by nickel nanoparticles". . p. 798 - 805. Retrieved 2016/06/13.
• 2、 Yi, Fengping,Jiang, Xiaoyan,Niu, Jihua,Zhang, Lirong,Wang, Zhen. "New synthesis of vanillin by degradation of lignin in presence of functional basic ionic liquid". . p. 885 - 888. Retrieved 2015/02/05.