6-Cyanohexanoic acid

Base Information

• Chemical Name: 6-Cyanohexanoic acid
• CAS No.: 5602-19-7
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• European Community (EC) Number: 227-023-0
• DSSTox Substance ID: DTXSID40971402
• Nikkaji Number: J122.112D
• Wikidata: Q82954898
• Mol file: 5602-19-7.mol

Synonyms:6-Cyanohexanoic acid;5602-19-7;Hexanoic acid, 6-cyano-;EINECS 227-023-0;6-Cyanohexanoicacid;6-Cyanocaproic acid;.epsilon.-Cyanocaproic acid;SCHEMBL504189;DTXSID40971402;AKOS006285170;EN300-212489

Chemical Property of 6-Cyanohexanoic acid

Chemical Property:

• Vapor Pressure: 4.79E-05mmHg at 25°C
• Boiling Point: 325°Cat760mmHg
• Flash Point: 150.3°C
• Density: 1.068g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC#N)CCC(=O)O

Technology Process of 6-Cyanohexanoic acid

There total 20 articles about 6-Cyanohexanoic acid 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: 90.0%

pimelonitrile (646-20-8) → 6-cyanohexanaoic acid (5602-19-7)

Guidance literature:

With Bradyrhizobium japonicum strain USDA₁₁₀ nitrilase bll6402; In phosphate buffer; at 30 ℃; for 24h; pH=7.2;

DOI:10.1002/adsc.200700067

Reference yield: 89.0%

methyl-6-cyanohexanoate (17592-25-5) → 6-cyanohexanaoic acid (5602-19-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja308529n

Reference yield: 82.0%

2-bromo-5-cyanopentane (20965-21-3) + carbon dioxide (124-38-9,18923-20-1) → 6-cyanohexanaoic acid (5602-19-7)

Guidance literature:

With nickel(II) iodide; manganese; C₃₆H₄₀N₂; In N,N-dimethyl-formamide; at 10 ℃; for 20h; under 760.051 Torr; regioselective reaction;

DOI:10.1038/nature22316

upstream raw materials:

hydrogen cyanide

1-hydroperoxycyclohexanol

7-hydroxyheptanenitrile

6-bromohexanoic acid

Downstream raw materials:

1,12-dodecanedinitrile

1-Butyl-2-oxo-cyclohexanecarbonitrile

7-Oxo-9-phenyl-nonanenitrile

7-hydroxyheptanenitrile