N-(2-methylprop-2-enyl)acetamide

Base Information

• Chemical Name: N-(2-methylprop-2-enyl)acetamide
• CAS No.: 73286-67-6
• Molecular Formula: C6H11NO
• Molecular Weight: 113.1576
• NSC Number: 173055
• DSSTox Substance ID: DTXSID60305982
• Nikkaji Number: J402.218A
• Wikidata: Q82052839
• Mol file: 73286-67-6.mol

Synonyms:73286-67-6;N-(2-methylprop-2-enyl)acetamide;N-(2-Methyl-2-propenyl)acetamide;NSC173055;SCHEMBL447995;DTXSID60305982;AKOS006349326;NSC-173055

Chemical Property of N-(2-methylprop-2-enyl)acetamide

Chemical Property:

• Vapor Pressure: 0.0539mmHg at 25°C
• Boiling Point: 234.1°Cat760mmHg
• Flash Point: 125.9°C
• Density: 0.881g/cm³
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 107

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)CNC(=O)C

Technology Process of N-(2-methylprop-2-enyl)acetamide

There total 7 articles about N-(2-methylprop-2-enyl)acetamide 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%

acetic anhydride (108-24-7) + 2-methylallylamin (2878-14-0) → N-(2-methyl-2-propenyl)acetamide (73286-67-6)

Guidance literature:

DOI:10.1021/jo01299a021

Reference yield: 99.0%

2-methylallylamine hydrochloride (28148-54-1) + acetic anhydride (108-24-7) → N-(2-methyl-2-propenyl)acetamide (73286-67-6)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1080/00397910902978007

Reference yield: 56.0%

acetic acid (64-19-7,77671-22-8) + 2-methylallylamin (2878-14-0) → N-(2-methyl-2-propenyl)acetamide (73286-67-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;

DOI:10.3390/molecules25214986

upstream raw materials:

2,2-dimethylaziridine

Isopropenyl acetate

1-(acetyl)-2,2-dimethylaziridine

acetic anhydride

Downstream raw materials:

2,5-dimethyl-5-phenylthiomethyl-4,5-dihydro-1,3-oxazole

N-(2-hydroxy-2-methyl-3-phenylthiopropyl)acetamide

2,5-Dimethyl-5-phenylselanylmethyl-4,5-dihydro-oxazole

Refernces

• 1、 Temperini, Andrea,Terlizzi, Raffaella,Testaferri, Lorenzo,Tiecco, Marcello. "Additive-free chemoselective acylation of amines". experimental part. p. 295 - 302. Retrieved 2010/03/30.
• 2、 Samii, Zakaria K. M. Abd El,Ashmawy, Mohamed I. Al,Mellor, John M.. "New Routes to Heterocycles via Sulphenylation of Unsaturated Amides". . p. 2517 - 2522. Retrieved 2007/10/02.