4-Chlorobenzyl chloride

Base Information

• Chemical Name: 4-Chlorobenzyl chloride
• CAS No.: 104-83-6
• Molecular Formula: C7H6Cl2
• Molecular Weight: 161.031
• Hs Code.: 29049090
• European Community (EC) Number: 203-242-7
• NSC Number: 34032
• UN Number: 2235
• UNII: Q9HS4N7D3M
• DSSTox Substance ID: DTXSID4051530
• Nikkaji Number: J5.035K
• Wikidata: Q17521020
• Mol file: 104-83-6.mol

Synonyms:1-chloro-4-(chloromethyl)benzene

Chemical Property of 4-Chlorobenzyl chloride

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.147mmHg at 25°C
• Melting Point: 27-29 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 223 °C at 760 mmHg
• Flash Point: 87.3 °C
• PSA: 0.00000
• Density: 1.26 g/cm³
• LogP: 3.07880
• Storage Temp.: Store at RT.
• Sensitive.: Lachrymatory
• Solubility.: insoluble
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 159.9846556
• Heavy Atom Count: 9
• Complexity: 75

Purity/Quality:

≥99% ^*data from raw suppliers

4-ChlorobenzylChloride(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; N
• Hazard Codes: C,N,Xn
• Statements: 34-51/53-20/21/22-52/53-43-22
• Safety Statements: 26-36/37/39-45-29-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)Cl
• Uses: Reagent used in derivatization of, for example, a calix[4]arene1 and a tryptamine.2 4-Chlorobenzyl Chloride is a benzylchloride derivative used in the preparation of various biologically active compounds such as bronchodilators and antibacterial agents. 4-Chlorobenzyl chloride was the test compound for determining rat hepatocellular thiols by HPLC. As a reagent used in derivatization of, for example, a calix[4]arene and a tryptamine. It is widely used as an intermediate for manufacturing organic compounds like benzyl alcohol and benzyl cyanide. Also used in fuel as a gum inhibitor.

Technology Process of 4-Chlorobenzyl chloride

There total 56 articles about 4-Chlorobenzyl chloride 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: 94.0%

para-chlorotoluene (106-43-4) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Guidance literature:

With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride; In water; at 20 ℃; Irradiation; Green chemistry;

DOI:10.1039/c8gc02628a

Reference yield: 92.0%

4-chlorobenzaldehyde (104-88-1) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Guidance literature:

With dichloromethylsilane; iron(III) chloride; In 1,2-dimethoxyethane; for 3h; Heating;

DOI:10.1080/00304940709458597

Reference yield: 86.0%

4-chlorophenylacetic Acid (1878-66-6) → 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 4-chlorobenzyl bromide (622-95-7)

Guidance literature:

With tetra-N-butylammonium tribromide; 1,3-dichloro-[1,3,5]triazinane-2,4,6-trione; In dichloromethane; at 20 ℃; for 2h; Time; Reagent/catalyst; Concentration; Photolysis;

upstream raw materials:

para-chlorotoluene

benzyl chloride

chloromethyl methyl ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

1-[(4-chlorophenyl)methyl]piperazine

4-(4-chloro-benzylmercapto)-pyridine

2-(4-chloro-benzylmercapto)-4-methyl-1⁽³⁾H-imidazole

N-(4-chlorobenzyl)-1,2,3,4-tetrahydroquinaldine

Refernces

• 1、 Goerner,Nametz. "-". . p. 2940. Retrieved 1951.
• 2、 Li, Zi-Hao,Fiser, Béla,Jiang, Biao-Lin,Li, Jian-Wei,Xu, Bao-Hua,Zhang, Suo-Jiang. "N -Hydroxyphthalimide/benzoquinone-catalyzed chlorination of hydrocarbon C-H bond using N -chlorosuccinimide". supporting information. p. 3403 - 3408. Retrieved 2019/04/01.
• 3、 Parker, Bernard F.,Hosoya, Hiromu,Arnold, John,Tsurugi, Hayato,Mashima, Kazushi. "α-Diimine-Niobium Complex-Catalyzed Deoxychlorination of Benzyl Ethers with Silicon Tetrachloride". supporting information. p. 12825 - 12831. Retrieved 2019/10/19.