Ethyl 3-(Chloromethyl)benzoate

Base Information

• Chemical Name: Ethyl 3-(Chloromethyl)benzoate
• CAS No.: 54589-54-7
• Molecular Formula: C10H11ClO2
• Molecular Weight: 198.649
• Hs Code.: 2916399090
• European Community (EC) Number: 680-025-7
• DSSTox Substance ID: DTXSID30564302
• Nikkaji Number: J2.699.445D
• Wikidata: Q72473677
• Mol file: 54589-54-7.mol

Synonyms:Ethyl 3-(Chloromethyl)benzoate;54589-54-7;ETHYL 3-CHLOROMETHYLBENZOATE;3-(Chloromethyl)benzoic Acid Ethyl Ester;Benzoic acid, 3-(chloromethyl)-, ethyl ester;MFCD06200832;Ethyl3-(Chloromethyl)benzoate;SCHEMBL1198044;DTXSID30564302;ZJNVMXXFCNKXLT-UHFFFAOYSA-N;CK2004;AKOS006344207;AC-30055;AS-12545;SY032679;E0661;EN300-7372962;A830255;J-520868

Chemical Property of Ethyl 3-(Chloromethyl)benzoate

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 0.00185mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 292.3 °C at 760 mmHg
• Flash Point: 143 °C
• PSA: 26.30000
• Density: 1.158 g/cm³
• LogP: 2.60210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 198.0447573
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-(Chloromethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=C1)CCl
• Uses: Ethyl 3-chloromethylbenzoate

Technology Process of Ethyl 3-(Chloromethyl)benzoate

There total 4 articles about Ethyl 3-(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: 94.0%

ethanol (64-17-5) + 3-(Chloromethyl)benzoyl chloride (63024-77-1) → ethyl 3-(chloromethyl)benzoate (54589-54-7)

Guidance literature:

With pyridine; dmap; In diethyl ether; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/ol200194y

Reference yield: 90.0%

ethanol (64-17-5) + 3-chloromethylbenzoic acid (31719-77-4) → ethyl 3-(chloromethyl)benzoate (54589-54-7)

Guidance literature:

With sulfuric acid; for 12h; Heating / reflux;

Reference yield:

ethyl 3-(hydroxymethyl)benzoate (34841-13-9) → ethyl 3-(chloromethyl)benzoate (54589-54-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201200383

upstream raw materials:

ethanol

3-(Chloromethyl)benzoyl chloride

formaldehyd

benzoic acid

Downstream raw materials:

3-[(Methyl-prop-2-ynyl-amino)-methyl]-benzoic acid ethyl ester

ethyl 3-((4-((5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl)piperidin-1-yl)methyl)benzoate

ethyl 3-(4-methoxybenzyl)benzoate

ethyl 3-{[(4-chlorophenyl)thio]methyl}benzoate

Refernces

• 1、 Shang, Rui,Huang, Zheng,Xiao, Xiao,Lu, Xi,Fu, Yao,Liu, Lei. "β-aryl nitrile construction via palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts". supporting information. p. 2465 - 2472,8. Retrieved 2020/08/31.
• 2、 -. "Compositions, synthesis, and methods of using indanone based cholinesterase inhibitors". Page/Page column 15; 22. . Retrieved 2008/12/06.