Methyl 2-chloromethylbenzoate

Base Information

• Chemical Name: Methyl 2-chloromethylbenzoate
• CAS No.: 34040-62-5
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Hs Code.: 2916399090
• European Community (EC) Number: 251-805-0
• UNII: AQL5KKV3B3
• DSSTox Substance ID: DTXSID70187650
• Nikkaji Number: J33.620C
• Wikidata: Q72489281
• Mol file: 34040-62-5.mol

Synonyms:methyl 2-(chloromethyl)benzoate;34040-62-5;Methyl 2-chloromethylbenzoate;Benzoic acid, 2-(chloromethyl)-, methyl ester;o-(chloromethyl)benzoic Acid Methyl Ester;AQL5KKV3B3;2-(Chloromethyl)benzoic Acid Methyl Ester;EINECS 251-805-0;UNII-AQL5KKV3B3;methyl alpha-chloro-o-toluate;methyl 2-chloromethyl benzoate;SCHEMBL2802347;DTXSID70187650;MFCD06200781;AKOS006294712;METHYL (2-CHLOROMETHYL)BENZOATE;METHYL O-(CHLOROMETHYL)BENZOATE;s12123;BS-16603;FT-0693513;M2203;A20518;J-521995;W-106754;O-TOLUIC ACID, .ALPHA.-CHLORO-, METHYL ESTER

Chemical Property of Methyl 2-chloromethylbenzoate

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.00344mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 282 °C at 760 mmHg
• Flash Point: 139.2 °C
• PSA: 26.30000
• Density: 1.19 g/cm³
• LogP: 2.21200
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-(Chloromethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1CCl

Technology Process of Methyl 2-chloromethylbenzoate

There total 9 articles about Methyl 2-chloromethylbenzoate 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) + 2-benzofuran-1(3H)-one (87-41-2) → o-(chloromethyl)benzoic acid methyl ester (34040-62-5)

Guidance literature:

2-benzofuran-1(3H)-one; With boron trifluoride diethyl etherate; N-benzyl-N,N,N-triethylammonium chloride; In xylene; at 100 ℃;

With thionyl chloride; In xylene; at 100 - 132 ℃; for 3h;

methanol; at 50 - 60 ℃; for 2h;

Reference yield: 96.5%

methanol (67-56-1) + 2-(chloromethyl)benzoic acid (85888-81-9) → o-(chloromethyl)benzoic acid methyl ester (34040-62-5)

Guidance literature:

With sulfuric acid; at 80 ℃; for 6h; Temperature;

Reference yield: 94.0%

2-Chloromethylbenzoyl chloride (42908-86-1) → o-(chloromethyl)benzoic acid methyl ester (34040-62-5)

Guidance literature:

In methanol;

upstream raw materials:

methanol

2-Chloromethylbenzoyl chloride

methyl 3-<2-(methoxycarbonyl)benzyloxy>phenylacetate

2-benzofuran-1(3H)-one

Downstream raw materials:

methyl 2-(methoxymethyl)benzoate

2-(2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yloxymethyl)-benzoic acid methyl ester

o-(2-ethoxycarbonyl)phenylmethanesulfonyl chloride

2-(Chlorosulfonylmethyl)benzoic acid methyl ester

Refernces

• 1、 -. "Production method of methyl o-formate benzyl sulfonamide". . . Retrieved 2020/09/12.
• 2、 Combe, Sascha H.,Hosseini, Abolfazl,Parra, Alejandro,Schreiner, Peter R.. "Mild Aliphatic and Benzylic Hydrocarbon C-H Bond Chlorination Using Trichloroisocyanuric Acid". . p. 2407 - 2413. Retrieved 2017/03/11.