3-OXOHEXANENITRILE

Base Information

• Chemical Name: 3-OXOHEXANENITRILE
• CAS No.: 4388-92-5
• Molecular Formula: C6H9 N O
• Molecular Weight: 111.144
• Hs Code.: 2926909090
• Mol file: 4388-92-5.mol

Synonyms:1-Cyanopentan-2-one;3-Ketocapronitrile; 3-Oxohexanenitrile; Butanoylacetonitrile;Butyrylacetonitrile

Chemical Property of 3-OXOHEXANENITRILE

Chemical Property:

• Vapor Pressure: 1.644mmHg at 25°C
• Refractive Index: 1.419
• Boiling Point: 168.1°Cat760mmHg
• PKA: 10.31±0.10(Predicted)
• Flash Point: 55.5°C
• PSA: 40.86000
• Density: 0.941g/cm³
• LogP: 1.26928

Purity/Quality:

97% ^*data from raw suppliers

3-oxohexanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

Technology Process of 3-OXOHEXANENITRILE

There total 6 articles about 3-OXOHEXANENITRILE 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: 92.0%

cyanoacetic acid (372-09-8) + butyryl chloride (141-75-3) → 3-oxohexanenitrile (4388-92-5)

Guidance literature:

cyanoacetic acid; With [2,2]bipyridinyl; n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃;

butyryl chloride; In tetrahydrofuran; hexane; for 0.5h;

DOI:10.1055/s-2002-34845

Reference yield: 82.0%

butanoic acid methyl ester (623-42-7) + acetonitrile (75-05-8,26809-02-9) → 3-oxohexanenitrile (4388-92-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 70 ℃; for 8h;

Reference yield: 61.0%

→ 3-oxohexanenitrile (4388-92-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

In tetrahydrofuran; hexane; at -78 ℃; for 1h;

upstream raw materials:

butanoic acid ethyl ester

acetonitrile

2-cyano-3-oxo-hexanoic acid ethyl ester

1-chloropentane-2-one

Downstream raw materials:

ethyl butyroyl acetate

3-propylisoxazol-5-amine

(4R,6S)-6-hydroxy-4-phenyl-2-propyl-6-(trichloromethyl)-5,6-dihydro-4H-pyran-3-carbonitrile

methyl 5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-propylpyridine-3-carboxylate

Refernces

• 1、 Harenberg, Johannes H.,Weidmann, Niels,Karaghiosoff, Konstantin,Knochel, Paul. "Continuous Flow Sodiation of Substituted Acrylonitriles, Alkenyl Sulfides and Acrylates". supporting information. p. 731 - 735. Retrieved 2020/11/30.
• 2、 Boggu, Pulla Reddy,Venkateswararao, Eeda,Manickam, Manoj,Sharma, Niti,Kang, Jong Seong,Jung, Sang-Hun. "Identification of diphenylalkylisoxazol-5-amine scaffold as novel activator of cardiac myosin". . . Retrieved 2020/09/16.