N-(2-Cyano-1-cyclopenten-1-yl)-acetamide

Base Information

• Chemical Name: N-(2-Cyano-1-cyclopenten-1-yl)-acetamide
• CAS No.: 100377-16-0
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80355727
• Nikkaji Number: J2.961.424E
• Wikidata: Q72458023
• Mol file: 100377-16-0.mol

Synonyms:100377-16-0;N-(2-Cyano-1-cyclopenten-1-yl)-acetamide;N-(2-cyanocyclopent-1-en-1-yl)acetamide;N-(2-cyanocyclopenten-1-yl)acetamide;N-(2-cyanocyclopent-1-enyl)acetamide;N-(2-Cyano-1-cyclopenten-1-yl)acetamide;N-(2-Cyano-cyclopent-1-enyl)-acetamide;SCHEMBL15545246;DTXSID80355727;AKOS006241620;AC-5608;NCGC00186303-01;NCGC00186303-02;NCGC00186303-03;NCGC00186303-04;NCGC00186303-05;NCGC00186303-06;NCGC00186303-07;NCGC00186303-08;NCGC00186303-09;BS-44207;CS-0335767;AB-337/25021031

Chemical Property of N-(2-Cyano-1-cyclopenten-1-yl)-acetamide

Chemical Property:

• Vapor Pressure: 3.53E-05mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 353.7 °C at 760 mmHg
• Flash Point: 167.7 °C
• PSA: 52.89000
• Density: 1.11 g/cm³
• LogP: 1.47498
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Cyano-cyclopent-1-enyl)-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(CCC1)C#N
• Uses: n-(2-cyano-cyclopent-1-enyl)-acetamide is a useful chemical for the hydrogenation of β-?acetylaminoacrylonitriles.

Technology Process of N-(2-Cyano-1-cyclopenten-1-yl)-acetamide

There total 4 articles about N-(2-Cyano-1-cyclopenten-1-yl)-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: 79.0%

acetic anhydride (108-24-7) + 2-amino-1-cyanocyclopentene (2941-23-3) → 2-acetylamino-1-cyclopentene-1-carbonitrile (100377-16-0)

Guidance literature:

With pyridine; for 16h; Reflux;

DOI:10.1002/adsc.201400763

Reference yield:

→ 2-acetylamino-1-cyclopentene-1-carbonitrile (100377-16-0)

Guidance literature:

With acetic anhydride;

DOI:10.1021/ja01174a077

Reference yield:

hexanedinitrile (111-69-3) → 2-acetylamino-1-cyclopentene-1-carbonitrile (100377-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / 20 °C

2: pyridine / 16 h / Reflux

With pyridine; potassium tert-butylate;

DOI:10.1016/j.tetasy.2011.01.023

upstream raw materials:

hexanedinitrile

acetic anhydride

2-amino-1-cyanocyclopentene