Methyl 4-(chloromethyl)benzoate

Base Information

• Chemical Name: Methyl 4-(chloromethyl)benzoate
• CAS No.: 34040-64-7
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Hs Code.: 29163990
• European Community (EC) Number: 251-806-6
• UNII: 4SJE6GWW8F
• DSSTox Substance ID: DTXSID30187651
• Nikkaji Number: J99.470G
• Wikidata: Q72489285
• Mol file: 34040-64-7.mol

Synonyms:METHYL 4-(CHLOROMETHYL)BENZOATE;34040-64-7;4-(Chloromethyl)benzoic acid methyl ester;Benzoic acid, 4-(chloromethyl)-, methyl ester;4-(Methoxycarbonyl)benzyl chloride;4SJE6GWW8F;Methyl alpha-chloro-p-toluate;Methyl4-(chloromethyl)benzoate;Methyl p-(chloromethyl)benzoate;p-(Methoxycarbonyl)benzyl chloride;EINECS 251-806-6;4-chloromethyl-benzoic acid methyl ester;p-Toluic acid, .alpha.-chloro-, methyl ester;UNII-4SJE6GWW8F;Methyl a-chloro-p-toluate;SCHEMBL200;p-Carbomethoxybenzyl chloride;4-carbomethoxybenzyl chloride;methyl 4-chloromethylbenzoate;4-methoxycarbonylbenzyl chloride;methyl-4-(chloromethyl)benzoate;Methyl .alpha.-chloro-p-toluate;DTXSID30187651;methyl 4-(chloromethyl)-benzoate;methyl-4-(chloromethyl) benzoate;BCP11096;MFCD00511224;AKOS000261555;p-chloromethylbenzoic acid methyl ester;4-Chloromethylbenzoic acid methyl ester;CS-W007896;alpha-Chloro-p-toluic Acid Methyl Ester;AC-13472;AS-15670;C1763;FT-0628630;EN300-27259;F11973;W-106753;F8881-2581

Chemical Property of Methyl 4-(chloromethyl)benzoate

Chemical Property:

• Appearance/Colour: White low melting solid
• Vapor Pressure: 0.00501mmHg at 25°C
• Melting Point: 39 °C
• Refractive Index: 1.528
• Boiling Point: 275.7 °C at 760 mmHg
• Flash Point: 134.6 °C
• PSA: 26.30000
• Density: 1.19 g/cm³
• LogP: 2.21200
• Storage Temp.: 0-10°C
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99.0%Min ^*data from raw suppliers

Methyl 4-(Chloromethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)CCl

Technology Process of Methyl 4-(chloromethyl)benzoate

There total 19 articles about Methyl 4-(chloromethyl)benzoate 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: 100.0%

methanol (67-56-1) + p-(chloromethyl)benzoic acid (1642-81-5) → p-methyloxycarbonylbenzyl chloride (34040-64-7)

Guidance literature:

With thionyl chloride; for 1h; Reflux;

Reference yield: 98.0%

Bromotrichloromethane (75-62-7) + 4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) → p-methyloxycarbonylbenzyl chloride (34040-64-7)

Guidance literature:

Bromotrichloromethane; With triphenylphosphine; In dichloromethane; at 20 ℃; for 0.666667h; in air;

4-(methoxycarbonyl)benzyl alcohol; In dichloromethane; at 20 ℃; in air;

DOI:10.1055/s-0030-1258368

Reference yield: 90.0%

4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) → p-methyloxycarbonylbenzyl chloride (34040-64-7)

Guidance literature:

With 1-pyrrolidinecarboxaldehyde; phenyl chloroformate; In tetrahydrofuran; at 20 ℃; chemoselective reaction;

DOI:10.1002/cctc.202001175

upstream raw materials:

4-methyl-benzoic acid methyl ester

p-(chloromethyl)benzoyl chloride

diazomethane

p-(chloromethyl)benzoic acid

Downstream raw materials:

triphenyl-(4-methoxycarbonylbenzyl)phosphonium chloride

4-methylaminomethyl-benzoic acid methyl ester

4-Methoxycarbonyl-benzyl-mesitylen

3-Cyano-1-(4-methoxycarbonyl-benzyl)-pyridinium; chloride

Refernces

• 1、 Xiang, Ming,Zhou, Chao,Yang, Xiu-Long,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu. "Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide". . p. 9080 - 9087. Retrieved 2020/08/14.
• 2、 Jin, Youxiang,Yang, Haobo,Wang, Chuan. "Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes". supporting information. p. 2724 - 2729. Retrieved 2020/04/02.