Ethyl 2-(4-bromophenyl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(4-bromophenyl)-2-oxoacetate
• CAS No.: 20201-26-7
• Molecular Formula: C10H9BrO3
• Molecular Weight: 257.084
• Hs Code.: 2918300090
• European Community (EC) Number: 854-329-7
• DSSTox Substance ID: DTXSID00444102
• Nikkaji Number: J1.182.580J
• Wikidata: Q72473135
• Mol file: 20201-26-7.mol

Synonyms:20201-26-7;Ethyl 2-(4-bromophenyl)-2-oxoacetate;ETHYL 4-BROMOBENZOYLFORMATE;Ethyl 4-bromobenzoyl formate;MFCD06659764;(4-BROMO-PHENYL)-OXO-ACETIC ACID ETHYL ESTER;Ethyl (4-bromophenyl)glyoxylate;ETHYL 4-BROMOPHENYLGLYOXYLATE;ethyl-4-bromobenzoylformate;Ethyl p-bromophenylglyoxylate;SCHEMBL696315;DTXSID00444102;SFOMTBBEDGCTHQ-UHFFFAOYSA-N;BENZENEACETIC ACID, 4-BROMO-ALPHA-OXO-, ETHYL ESTER;Ethyl2-(4-bromophenyl)-2-oxoacetate;AKOS010879643;4-Bromophenyloxoacetic acid ethyl ester;AB26265;CS-W005516;AC-31670;AS-15835;ETHYL (4-BROMOPHENYL)(OXO)ACETATE;FT-0649692;EN300-133276;2-(4-bromophenyl)-2-oxoacetic acid ethyl ester;A814330;ethyl 2-(4-bromophenyl)-2-oxidanylidene-ethanoate

Chemical Property of Ethyl 2-(4-bromophenyl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 322.284 °C at 760 mmHg
• Flash Point: 148.712 °C
• PSA: 43.37000
• Density: 1.48 g/cm³
• LogP: 2.19490
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.97351
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(4-Bromophenyl)-2-oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=C(C=C1)Br

Technology Process of Ethyl 2-(4-bromophenyl)-2-oxoacetate

There total 21 articles about Ethyl 2-(4-bromophenyl)-2-oxoacetate 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: 95.0%

ethyl α-diazo-α-(4-bromophenyl)acetate (758692-47-6) → ethyl 4-bromophenylglyoxylate (20201-26-7)

Guidance literature:

With tris(pentafluorophenyl)borate; dimethyl sulfoxide; at 90 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.202101336

Reference yield: 92.0%

ethyl 2-(4-bromophenyl)-2-hydroxyacetate (30565-53-8) → ethyl 4-bromophenylglyoxylate (20201-26-7)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; calcium methylate; In acetonitrile; at 0 - 20 ℃;

DOI:10.1080/00397911.2011.584650

Reference yield: 84.0%

ethanol (64-17-5) + 3-(4-bromophenyl)-3-oxopropanenitrile (4592-94-3) → ethyl 4-bromophenylglyoxylate (20201-26-7)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; for 0.5h; Reflux;

DOI:10.1016/j.tetlet.2015.04.075

upstream raw materials:

ethanol

4-bromophenylglyoxylic acid

bromobenzene

Ethyl oxalyl chloride

Downstream raw materials:

(R)-(-)-ethyl 2-(4-bromophenyl)-2-hydroxy-3-nitropropanoate

1,5-bis(2,2-bis((3,7-dimethyloctyl)oxy)ethyl)-3,7-bis (4-bromophenyl)dipyrrolo[2,3-b:2',3'-e]pyrazine-2,6(1H,5H)-dione

2-[3-(4-Bromo-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-propionic acid methyl ester

[3-(4-Bromo-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-acetic acid methyl ester

Refernces

• 1、 Kaur, Ravneet,Singh, Dipak,Singh, Ravi P.. "Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites". . p. 15702 - 15711. Retrieved 2021/11/01.
• 2、 Liu, Rongfang,Liu, Jialin,Cao, Jilei,Li, Ruifeng,Zhou, Rong,Qiao, Yan,Gao, Wen-Chao. "Chemo- And diastereoselective synthesis of pyrrolidines from aroylformates and δ-tosylamino enones via P(NMe2)3-mediated reductive amination/base-catalyzed michael addition cascade". supporting information. p. 6922 - 6926. Retrieved 2020/09/15.