4-(Chloromethyl)benzonitrile

Base Information

• Chemical Name: 4-(Chloromethyl)benzonitrile
• CAS No.: 874-86-2
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Hs Code.: 29269090
• European Community (EC) Number: 212-869-5
• NSC Number: 44855,6307
• UNII: ES52GBM5WR
• DSSTox Substance ID: DTXSID20236329
• Nikkaji Number: J180.818D
• Wikidata: Q72455436
• Mol file: 874-86-2.mol

Synonyms:4-(Chloromethyl)benzonitrile;874-86-2;4-Cyanobenzyl Chloride;4-Chloromethylbenzonitrile;4-(Chloromethyl)tolunitrile;4-Chloromethyl-benzonitrile;Benzonitrile, 4-(chloromethyl)-;p-Cyanobenzyl chloride;NSC 6307;3-Cyanobenzylchloride;CCRIS 5103;EINECS 212-869-5;NSC 44855;alpha-Chloro-p-tolunitrile;NSC-6307;NSC-44855;4-cyanobenzylchloride;a-Chloro-p-tolunitrile;alp.-Chloro-p-tolunitrile;ES52GBM5WR;alpha-chloro-4-tolunitrile;p-Tolunitrile, alpha-chloro-;SCHEMBL200142;(4-Cyanophenyl)methyl chloride;4-(Chloromethyl)benzonitrile #;4-(CH2Cl)-C6H4-CN;DTXSID20236329;NSC6307;NSC44855;BBL012561;MFCD00019761;STK743375;AKOS000294854;CS-W004115;4-(Chloromethyl)benzonitrile, >=97.0%;AM101433;AS-10819;LS-188208;C1985;FT-0659739;EN300-01725;W-104019;F0001-2176

Chemical Property of 4-(Chloromethyl)benzonitrile

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.00663mmHg at 25°C
• Melting Point: 77 °C
• Refractive Index: 1.551
• Boiling Point: 271 °C at 760 mmHg
• Flash Point: 120.2 °C
• PSA: 23.79000
• Density: 1.18 g/cm³
• LogP: 2.29708
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,C
• Statements: 20/21-65-36/37/38-32-23/25-34-22
• Safety Statements: 23-36-45-36/37/39-26-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)C#N

Technology Process of 4-(Chloromethyl)benzonitrile

There total 11 articles about 4-(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: 97.0%

4-cyanobenzyl bromide (17201-43-3) → 4-cyanobenzyl chloride (874-86-2)

Guidance literature:

With lithium chloride; In tetrahydrofuran; at 25 ℃; Reflux; Inert atmosphere;

DOI:10.1055/S-0029-1217134

Reference yield: 96.2%

4-Vinylbenzyl chloride (1592-20-7,29296-32-0) → 4-cyanobenzyl chloride (874-86-2)

Guidance literature:

With formic acid; 5,10,15,20‐tetrakis‐(4‐sulfonatophenyl)‐porphyrin‐iron(III) chloride; sodium nitrite; In acetonitrile; at 70 ℃; for 4.5h;

Reference yield: 75.0%

para-methylbenzonitrile (104-85-8) → 4-cyanobenzyl chloride (874-86-2)

Guidance literature:

With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 80 ℃; for 16h; Time; Sealed tube; Inert atmosphere;

DOI:10.1039/c9ob00216b

upstream raw materials:

para-methylbenzonitrile

4-cyanobenzyl bromide

chlorine

4-aminobenzyl cyanide

Downstream raw materials:

1-(4-cyano-benzyl)-pyridinium; chloride

4-cyanobenzyloxy-4'-cyanophenyl ether

(4-cyano-phenyl)-methanesulfonyl chloride

4-phenylaminomethyl-benzonitrile

Refernces

• 1、 -. "Method for synthesizing aromaticnitrile by using metalloporphyrin to catalyze aromatic olefin". Paragraph 0133-0137. . Retrieved 2018/03/01.
• 2、 Liu, Qiang,Fang, Bao,Bai, Xiaohui,Liu, Yuan,Wu, Yao,Xu, Guiming,Guo, Cancheng. "Direct synthesis of nitriles from cleavage of C=C double bond with nitrite as the nitrogen source and oxidant". supporting information. p. 2620 - 2623. Retrieved 2016/06/01.