gamma-Methylbenzenehexanenitrile

Base Information

• Chemical Name: gamma-Methylbenzenehexanenitrile
• CAS No.: 68555-31-7
• Molecular Formula: C13H17N
• Molecular Weight: 187.2808
• European Community (EC) Number: 271-422-2
• DSSTox Substance ID: DTXSID80887457
• Nikkaji Number: J309.188K
• Mol file: 68555-31-7.mol

Synonyms:gamma-Methylbenzenehexanenitrile;68555-31-7;4-methyl-6-phenylhexanenitrile;Benzenehexanenitrile, .gamma.-methyl-;Benzenehexanenitrile, gamma-methyl-;EINECS 271-422-2;c - methylbenzenehexanenitrile;SCHEMBL4867233;DTXSID80887457

Chemical Property of gamma-Methylbenzenehexanenitrile

Chemical Property:

• Boiling Point: 326.8°Cat760mmHg
• Flash Point: 160.9°C
• PSA: 23.79000
• Density: 0.943g/cm³
• LogP: 3.55908
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC#N)CCC1=CC=CC=C1

Technology Process of gamma-Methylbenzenehexanenitrile

There total 2 articles about gamma-Methylbenzenehexanenitrile 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: 66.0%

4-phenylbutan-2-yl 4-methylbenzene-1-sulfonate (116199-39-4,116199-40-7,52134-15-3) + acrylonitrile (107-13-1,25014-41-9) → 4-methyl-6-phenylhexanenitrile (68555-31-7)

Guidance literature:

With diiodobis(triphenylphosphine)cobalt(II); water; triphenylphosphine; zinc; In acetonitrile; at 80 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1039/c7cc06881f

Reference yield:

1-phenyl-3-butanol (2344-70-9) → 4-methyl-6-phenylhexanenitrile (68555-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 10 h / 0 - 20 °C

2: triphenylphosphine; zinc; diiodobis(triphenylphosphine)cobalt(II); water / acetonitrile / 24 h / 80 °C / Sealed tube; Inert atmosphere

With diiodobis(triphenylphosphine)cobalt(II); water; triethylamine; triphenylphosphine; zinc; In dichloromethane; acetonitrile; 2: |Michael Addition;

DOI:10.1039/c7cc06881f

upstream raw materials:

4-phenylbutan-2-yl 4-methylbenzene-1-sulfonate

acrylonitrile

1-phenyl-3-butanol

Refernces