4-(DICHLOROMETHYL)BENZONITRILE

Base Information

• Chemical Name: 4-(DICHLOROMETHYL)BENZONITRILE
• CAS No.: 74231-65-5
• Molecular Formula: C8H5Cl2N
• Molecular Weight: 186.04
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID90380343
• Nikkaji Number: J30.862E
• Wikidata: Q82170538
• Mol file: 74231-65-5.mol

Synonyms:4-Cyan-benzalchlorid;4-dichloromethyl-benzonitrile;4-Dichlormethyl-benzonitril;p-CYANOBENZAL CHLORIDE;p-Cyan-benzalchlorid;4-Cyan-benzylidenchlorid;41.41-Dichlor-p-tolunitril;

Chemical Property of 4-(DICHLOROMETHYL)BENZONITRILE

Chemical Property:

• Boiling Point: 293.3±30.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 3.03448
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.9799046
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99%, ^*data from raw suppliers

4-(Dichloromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C(Cl)Cl

Technology Process of 4-(DICHLOROMETHYL)BENZONITRILE

There total 5 articles about 4-(DICHLOROMETHYL)BENZONITRILE 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: 91.0%

4-cyanobenzaldehyde (105-07-7) → p-cyano-1-(dichloromethyl)benzene (74231-65-5)

Guidance literature:

With N,N-dimethyl-formamide; Phthaloyl dichloride; at 60 ℃; for 16h; Reagent/catalyst; Temperature; Sealed tube;

DOI:10.1055/s-0037-1611798

Reference yield: 69.0%

4-(hydrazonomethyl)benzonitrile (87829-00-3) → p-cyano-1-(dichloromethyl)benzene (74231-65-5)

Guidance literature:

With pyridine; (Dichloroiodo)benzene; In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201700393

Reference yield:

para-methylbenzonitrile (104-85-8) → p-cyano-1-(dichloromethyl)benzene (74231-65-5) + 4-cyanobenzyl chloride (874-86-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); benzyltrimethylazanium tetrachloro-λ³-iodanuide; In tetrachloromethane; for 6h; Heating;

DOI:10.1016/S0040-4039(00)82191-7

upstream raw materials:

para-methylbenzonitrile

4-cyanobenzyl chloride

4-cyanobenzaldehyde

chlorine

Downstream raw materials:

1-(diphenylmethyl)-4-cyanobenzene

4-cyanobenzaldehyde

4-Carboxybenzaldehyde

4-(benzenesulfonyl-chloro-methyl)-benzonitrile

Refernces

• 1、 Zhao, Zhensheng,Kulkarni, Kaivalya G.,Murphy, Graham K.. "Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones". . p. 2222 - 2228. Retrieved 2017/07/07.
• 2、 Kajigaeshi, Shoji,Kakinami, Takaaki,Moriwaki, Masayuki,Tanaka, Toshio,Fujisaki, Shizuo. "AN EFFECTIVE CHLORINATING AGENT BENZYLTRIMETHYLAMMONIUM TETRACHLOROIODATE, BENZYLIC CHLORINATION OF ALKYLAROMATIC COMPOUNDS". . p. 5783 - 5786. Retrieved 2007/10/02.