N-Allylacetamide

Base Information

• Chemical Name: N-Allylacetamide
• CAS No.: 692-33-1
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• European Community (EC) Number: 211-729-0
• NSC Number: 53475
• UNII: PJT0M8Y9MO
• DSSTox Substance ID: DTXSID60219232
• Nikkaji Number: J206.007H
• Wikidata: Q27286587
• Mol file: 692-33-1.mol

Synonyms:N-Allylacetamide;692-33-1;N-(prop-2-en-1-yl)acetamide;Acetamide, N-2-propenyl-;N-prop-2-enylacetamide;Acetamide, N-allyl-;Acetamide,N-2-propen-1-yl-;UNII-PJT0M8Y9MO;PJT0M8Y9MO;EINECS 211-729-0;NSC-53475;AI3-23271;n-acetylallylamine;NSC53475;N-Allylacetamide #;DTXSID60219232;NSC 53475;AKOS003799389;ACETAMIDE, N-2-PROPEN-1-YL-;CS-0224602;EN300-120100;Q27286587;Z32064466

Chemical Property of N-Allylacetamide

Chemical Property:

• Vapor Pressure: 0.0782mmHg at 25°C
• Melting Point: 64-65 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 227.3°C at 760 mmHg
• PKA: 16.17±0.46(Predicted)
• Flash Point: 119.3°C
• PSA: 29.10000
• Density: 0.884g/cm³
• LogP: 0.69940
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 78.1

Purity/Quality:

99% ^*data from raw suppliers

N-Allylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC=C

Technology Process of N-Allylacetamide

There total 31 articles about N-Allylacetamide 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: 98.0%

acetic anhydride (108-24-7) + 1-amino-2-propene (107-11-9,30551-89-4) → N-allylacetamide (692-33-1) + N-Allylacetimide (14778-37-1)

Guidance literature:

at 0 - 100 ℃; for 2.5h;

DOI:10.1002/ejoc.200800771

Reference yield: 96.0%

acetic anhydride (108-24-7) + 1-amino-2-propene (107-11-9,30551-89-4) → N-allylacetamide (692-33-1)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(98)00115-1

Reference yield: 95.0%

acetyl chloride (75-36-5) + 1-amino-2-propene (107-11-9,30551-89-4) → N-allylacetamide (692-33-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1002/anie.202110223

upstream raw materials:

acetic anhydride

1-amino-2-propene

acetic acid

N-allyl isothiocyanate

Downstream raw materials:

N-(3-triphenylstannyl-propyl)-acetamide

2,5-dimethyl-1-p-tolyl-4,5-dihydro-1H-imidazole

2,5-dimethyl-1-phenyl-4,5-dihydro-1H-imidazole

N-acetyl-β-methylphenethylamine

Refernces

• 1、 Calamante, Massimo,Dei, Filippo,Maramai, Samuele,Migliorini, Francesca,Petricci, Elena. "Micellar Catalysis for Sustainable Hydroformylation". . p. 2794 - 2806. Retrieved 2021/05/03.
• 2、 H?ring, Andreas P.,Biallas, Phillip,Kirsch, Stefan F.. "An Unconventional Reaction of 2,2-Diazido Acylacetates with Amines". supporting information. p. 1526 - 1539. Retrieved 2017/04/01.