3-(Chloromethyl)benzonitrile

Base Information

• Chemical Name: 3-(Chloromethyl)benzonitrile
• CAS No.: 64407-07-4
• Molecular Formula: C8H6 Cl N
• Molecular Weight: 151.595
• Hs Code.: 2926909090
• European Community (EC) Number: 613-587-9
• DSSTox Substance ID: DTXSID00334857
• Nikkaji Number: J180.817F
• Wikidata: Q82100901
• Mol file: 64407-07-4.mol

Synonyms:3-(chloromethyl)benzonitrile;64407-07-4;3-Cyanobenzyl chloride;M-CYANOBENZYL CHLORIDE;Benzonitrile, 3-(chloromethyl)-;MFCD02684191;3-Cyano benzyl chloride;m-cyanobenzylchloride;m-Cyanbenzylchlorid;3-(chloromethyl)benzenecarbonitrile;3-(CHLOROMETHYL)TOLUNITRILE;3-Chloromethylbenzonitrile;a-Chloro-m-tolunitrile ,;alpha-Chloro-m-tolunitrile;3-chloromethyl benzonitrile;SCHEMBL18405;3-CYANO-BENZYL CHLORIDE;3-(CH2Cl)-C6H4-CN;DTXSID00334857;3-(Chloromethyl)benzonitrile, 97%;BBL100103;STL451558;AKOS000118608;CS-W021770;AS-10866;AM20061061;C2751;FT-0615492;EN300-11189;A811290;J-521680;Z57040437;F0001-1744

Chemical Property of 3-(Chloromethyl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Melting Point: 67.0 to 71.0 °C
• Refractive Index: 1.5660 (estimate)
• Boiling Point: 259°C at 760 mmHg
• Flash Point: 111.4°C
• PSA: 23.79000
• Density: 1.18g/cm³
• LogP: 2.29708
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98%, ^*data from raw suppliers

3-Cyanobenzyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C#N)CCl
• Uses: 3-Cyanobenzyl chloride

Technology Process of 3-(Chloromethyl)benzonitrile

There total 8 articles about 3-(Chloromethyl)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: 99.0%

m-(bromomethyl)benzonitrile (28188-41-2) → 3-(chloromethyl)benzonitrile (64407-07-4)

Guidance literature:

With lithium chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1021/ol7030697

Reference yield: 78.0%

3-(hydroxymethyl)benzonitrile (874-97-5) → 3-(chloromethyl)benzonitrile (64407-07-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 0.166667h;

DOI:10.5012/bkcs.2010.31.11.3434

Reference yield: 72.0%

3-(Chloromethyl)benzoyl chloride (63024-77-1) → 3-(chloromethyl)benzonitrile (64407-07-4)

Guidance literature:

With [(C₅Me₄SiMe₃)₄Ti₄(μ₃-NH)₂(μ₃-N)₂]; In benzene; at 60 ℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201607426

upstream raw materials:

3-Methylbenzonitrile

chlorine

3-(chloromethyl)benzamide

m-(bromomethyl)benzonitrile

Downstream raw materials:

3-mercaptomethylbenzonitrile

3-(6-methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-benzonitrile

3-(3-methoxybenzyl)benzonitrile

3-(3,3-dimethyl-2-oxobutyl)benzonitrile

Refernces

• 1、 Guru, Murali Mohan,Shima, Takanori,Hou, Zhaomin. "Conversion of Dinitrogen to Nitriles at a Multinuclear Titanium Framework". supporting information. p. 12316 - 12320. Retrieved 2016/10/13.
• 2、 Metzger, Albrecht,Schade, Matthias A.,Knochel, Paul. "LiCl-mediated preparation of highly functionalized benzylic zinc chlorides". supporting information; experimental part. p. 1107 - 1110. Retrieved 2009/04/06.