2-(4-Chloro-2-methylphenyl)acetonitrile

Base Information

• Chemical Name: 2-(4-Chloro-2-methylphenyl)acetonitrile
• CAS No.: 16470-10-3
• Molecular Formula: C₉H₈ClN
• Molecular Weight: 165.622
• European Community (EC) Number: 975-930-1
• DSSTox Substance ID: DTXSID701290998
• Mol file: 16470-10-3.mol

Synonyms:2-(4-CHLORO-2-METHYLPHENYL)ACETONITRILE;16470-10-3;SCHEMBL1096617;4-chloro-2-methylbenzyl cyanide;HVVQFXWATRLPQE-UHFFFAOYSA-N;DTXSID701290998;4-Chloro-2-methylbenzeneacetonitrile;(4-Chloro-2-methylphenyl)acetonitrile;AKOS006314662;Benzeneacetonitrile, 4-chloro-2-methyl-;EN300-139080;G59693;Z1198263432

Chemical Property of 2-(4-Chloro-2-methylphenyl)acetonitrile

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 165.0345270
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

2-(4-chloro-2-methylphenyl)acetonitrile 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)Cl)CC#N

Technology Process of 2-(4-Chloro-2-methylphenyl)acetonitrile

There total 5 articles about 2-(4-Chloro-2-methylphenyl)acetonitrile 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:

1-(bromomethyl)-4-chloro-2-methoxybenzene (76283-12-0) → (4-Chloro-2-methylphenyl)acetonitrile (16470-10-3)

Guidance literature:

In water; toluene;

Reference yield:

4-chloro-2-methylbenzoic acid (7499-07-2) → (4-Chloro-2-methylphenyl)acetonitrile (16470-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / sulfuric acid

2: lithium aluminium tetrahydride / tetrahydrofuran

3: pyridine; thionyl chloride / dichloromethane

4: N,N-dimethyl-formamide / 0.33 h / 90 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; ethanol; sulfuric acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-chloro-2-methyl-benzoic acid ethyl ester (15393-58-5) → (4-Chloro-2-methylphenyl)acetonitrile (16470-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) LiAlH₄, THF, (ii) SOCl₂

2: ethanol; H₂O

In ethanol; water;

DOI:10.1021/jm00315a031

upstream raw materials:

2-methyl-4-chlorobenzyl chloride

potassium cyanide

4-chloro-2-methyl-benzoic acid ethyl ester

1-(bromomethyl)-4-chloro-2-methoxybenzene

Downstream raw materials:

2-(4-chloro-2-methylphenyl)-3-hydroxypropanenitrile