Ethyl 2-(2-bromoacetyl)benzoate

Base Information

• Chemical Name: Ethyl 2-(2-bromoacetyl)benzoate
• CAS No.: 133993-34-7
• Molecular Formula: C11H11 Br O3
• Molecular Weight: 271.111
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID90377314
• Wikidata: Q82166487
• Mol file: 133993-34-7.mol

Synonyms:ethyl 2-(2-bromoacetyl)benzoate;133993-34-7;ethyl 2-(2-bromoacetyl)benzenecarboxylate;ethyl 2-bromoacetylbenzoate;SCHEMBL4741409;DTXSID90377314;RVUDSNUPKXBRKT-UHFFFAOYSA-N;MFCD00142009;AKOS005070771;2-(2-bromoacetyl)Benzoic acid ethyl ester;CS-0315187;FT-0680497;6F-955;A887982;J-520585

Chemical Property of Ethyl 2-(2-bromoacetyl)benzoate

Chemical Property:

• Vapor Pressure: 5.69E-05mmHg at 25°C
• Melting Point: 60-62°C
• Boiling Point: 346.6°Cat760mmHg
• Flash Point: 163.4°C
• PSA: 43.37000
• Density: 1.437g/cm³
• LogP: 2.44090
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 269.98916
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

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

Ethyl2-(2-Bromoacetyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C(=O)CBr

Technology Process of Ethyl 2-(2-bromoacetyl)benzoate

There total 4 articles about Ethyl 2-(2-bromoacetyl)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: 68.0%

ethyl 2-acetylbenzoate (103935-10-0) → ethyl 2-(2-bromoacetyl)benzoate (133993-34-7)

Guidance literature:

With bromine; In diethyl ether; Ambient temperature;

Reference yield:

2-acetylbenzoic acid sodium salt (17264-81-2) → ethyl 2-(2-bromoacetyl)benzoate (133993-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / ethanol / 16 h / Heating

2: 68 percent / Br₂ / diethyl ether / Ambient temperature

With bromine; In diethyl ether; ethanol;

Reference yield:

phthalic anhydride (85-44-9) → ethyl 2-(2-bromoacetyl)benzoate (133993-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / 14 h / 80 °C

1.2: 0.5 h / 80 °C

2.1: sulfuric acid / 3 h / Reflux

3.1: copper(ll) bromide / ethyl acetate / 3 h / 80 °C

With sulfuric acid; triethylamine; copper(ll) bromide; In ethyl acetate;

DOI:10.1039/c9gc02380a

upstream raw materials:

ethyl 2-acetylbenzoate

2-acetylbenzoic acid sodium salt

phthalic anhydride

2-acetyl-benzoic acid

Downstream raw materials:

2-(2-phenoxyacetyl)benzoic acid

2-(2-(4-chlorophenoxy)acetyl)benzoic acid

Refernces

• 1、 Jiang, Hongshuo,Mao, Guijie,Wu, Hongfeng,An, Qi,Zuo, Minghui,Guo, Weihao,Xu, Chunzhao,Sun, Zhizhong,Chu, Wenyi. "Synthesis of dibenzocycloketones by acyl radical cyclization from aromatic carboxylic acids using methylene blue as a photocatalyst". supporting information. p. 5368 - 5373. Retrieved 2019/10/11.