N-Methylbutanamide

Base Information

• Chemical Name: N-Methylbutanamide
• CAS No.: 17794-44-4
• Molecular Formula: C5H11NO
• Molecular Weight: 101.148
• NSC Number: 100554
• UNII: CAH76XQ8GR
• DSSTox Substance ID: DTXSID00170398
• Nikkaji Number: J65.840E
• Wikidata: Q83040317
• Mol file: 17794-44-4.mol

Synonyms:N-Methylbutanamide;N-Methylbutyramide;Butanamide, N-methyl-;17794-44-4;BUTYRAMIDE, N-METHYL-;Methyl butyric acid amide;N-Methylbuttersaureamid [German];N-Methylbuttersaureamid;CAH76XQ8GR;NSC 100554;BRN 1740744;Butanamide, N-methyl- (9CI);NSC-100554;n-methyl-butyramide;NSC100554;UNII-CAH76XQ8GR;METHYLBUTYRAMIDE, N-;NCIOpen2_002065;SCHEMBL42695;DTXSID00170398;MFCD00509177;AKOS008932854;LS-47712;EN300-1252183;A934237

Chemical Property of N-Methylbutanamide

Chemical Property:

• Vapor Pressure: 0.189mmHg at 25°C
• Boiling Point: 210.8°Cat760mmHg
• Flash Point: 108.3°C
• PSA: 29.10000
• Density: 0.864g/cm³
• LogP: 0.92340
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 61.1

Purity/Quality:

99%, ^*data from raw suppliers

N-METHYLBUTANAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC

Technology Process of N-Methylbutanamide

There total 15 articles about N-Methylbutanamide 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: 93.0%

N-methoxy-N-methylbutanamide (109480-78-6) → N-methylbutyramide (17794-44-4)

Guidance literature:

With ethanol; ruthenium(III) trichloride hydrate; zinc/copper couple; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2011.08.026

Reference yield: 92.0%

N-methyl-N-benzyloxybutyramide (1343483-20-4) → N-methylbutyramide (17794-44-4)

Guidance literature:

With ethanol; ruthenium(III) trichloride hydrate; zinc/copper couple; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2011.08.026

Reference yield: 86.0%

butyryl chloride (141-75-3) + methylamine (74-89-5) → N-methylbutyramide (17794-44-4)

Guidance literature:

In diethyl ether; at 0 - 30.1 ℃; for 1.5h;

upstream raw materials:

butyryl chloride

methylamine

propyl cyanide

butyric acid

Downstream raw materials:

N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl]amino]thio]-N-methylbutanamide

benzoate-N-butyl-N-methylamide

N-methylbutylamine hydrochloride

N-n-butyl-N-methylamine

Refernces

• 1、 Lelièvre, Chloé M.,Balandras, Mélanie,Petit, Jean-Louis,Vergne-Vaxelaire, Carine,Zaparucha, Anne. "ATP Regeneration System in Chemoenzymatic Amide Bond Formation with Thermophilic CoA Ligase". . p. 1184 - 1189. Retrieved 2020/01/22.
• 2、 Fukuzawa, Hiroko,Ura, Yasuyuki,Kataoka, Yasutaka. "Ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides". experimental part. p. 3643 - 3648. Retrieved 2011/12/02.