4-(Chloromethyl)benzoyl chloride

Base Information

• Chemical Name: 4-(Chloromethyl)benzoyl chloride
• CAS No.: 876-08-4
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.041
• Hs Code.: 29163990
• European Community (EC) Number: 212-881-0
• NSC Number: 508741
• UNII: 944K6CA5WU
• DSSTox Substance ID: DTXSID20236501
• Nikkaji Number: J195.163G
• Wikidata: Q72453786
• Mol file: 876-08-4.mol

Synonyms:4-(Chloromethyl)benzoyl chloride;876-08-4;4-chloromethylbenzoyl chloride;Benzoyl chloride, 4-(chloromethyl)-;4-chloromethyl benzoyl chloride;4-(Chloromethyl)benzoylchloride;944K6CA5WU;EINECS 212-881-0;NSC-508741;4-ChloroMethyl-Benzoyl Chloride;NSC508741;4-chlormethylbenzoylchloride;UNII-944K6CA5WU;4-(chlormethyl)benzoylchlorid;p-chloromethylbenzoyl chloride;4-chloromethyl-benzoylchloride;SCHEMBL186794;p-chloromethyl benzoyl chloride;AMY4133;DTXSID20236501;4-(chloromethyl) benzoyl chloride;4-(chloromethyl)-benzoyl chloride;MFCD00053224;4-(chloromethyl)benzoic acid chloride;AKOS005255638;NSC 508741;4-(Chloromethyl)benzoyl chloride, 97%;P-(CHLOROMETHYL)BENZOYL CHLORIDE;.ALPHA.-CHLORO-P-TOLUOYL CHLORIDE;AS-15671;1-methyl-1H-pyrazol-5-yl-5-boronic?acid;4-(chloromethyl)-1-benzenecarbonyl chloride;FT-0618225;EN300-39451;D78183;A842291;W-104011

Chemical Property of 4-(Chloromethyl)benzoyl chloride

Chemical Property:

• Appearance/Colour: white to light beige low melting crystalline mass
• Vapor Pressure: 0.00505mmHg at 25°C
• Melting Point: 30-32 °C(lit.)
• Refractive Index: 1.557
• Boiling Point: 275.6 °C at 760 mmHg
• Flash Point: 92.8 °C
• PSA: 17.07000
• Density: 1.317 g/cm³
• LogP: 2.80440
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.9795702
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-(Chloromethyl)benzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 23-26-27-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)C(=O)Cl
• Uses: 4-(Chloromethyl)benzoyl Chloride is used in the synthetic preparation of various compounds and pharmaceuticals. 4-(Chloromethyl)benzoyl Chloride was used in the synthesis of several imidazo[2,1-b]thia zoles. 4-(Chloromethyl)benzoyl chloride was used as an atom transfer radical polymerization (ATRP) initiator in the growth of polyacrylamide (PAAm) brushes from silicon wafers. It was also used as a building block in a microwave-assisted, solid-phase synthesis of imatinib, an anticancer agent.

Technology Process of 4-(Chloromethyl)benzoyl chloride

There total 15 articles about 4-(Chloromethyl)benzoyl 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: 99.0%

p-(chloromethyl)benzoic acid (1642-81-5) → p-(chloromethyl)benzoyl chloride (876-08-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.3762/bjoc.8.232

Reference yield: 94.0%

→ p-(chloromethyl)benzoyl chloride (876-08-4)

Guidance literature:

Reference yield: 90.1%

[4-(trichloromethyl)phenyl]methanol → p-(chloromethyl)benzoyl chloride (876-08-4)

Guidance literature:

[4-(trichloromethyl)phenyl]methanol; With water; at 50 ℃; for 22h;

With oxalyl dichloride; N,N-dimethyl-formamide; In diethyl ether; at 20 ℃; for 12h;

upstream raw materials:

para-chlorotoluene

p-(chloromethyl)benzoic acid

4-methyl-benzoyl chloride

4-bromomethylbenzoic Acid

Downstream raw materials:

ethyl 4-chloromethylbenzoate

4-carboxybenzylthioacetic acid

n-butyl (4-chloromethyl)benzoate

4,4'-oxaethanediyl-di-benzoic acid dimethyl ester

Refernces

• 1、 Grand, Lucie,Popowycz, Florence,Schenkel, Eloir Paulo,Steindel, Mario,da Rosa, Rafael,Campos Bernardes, Lílian Sibelle,Dambrós, Bibiana Paula,H?ehr de Moraes, Milene,Jacolot, Ma?wenn. "Natural-product-inspired design and synthesis of two series of compounds active against Trypanosoma cruzi: Insights into structure–activity relationship, toxicity, and mechanism of action". . . Retrieved 2021/11/30.
• 2、 -. "Synthesis method of imatinib and imatinib mesylate". Paragraph 0092-0095. . Retrieved 2020/05/02.