Ethyl 2,4-dibromobutanoate

Base Information

• Chemical Name: Ethyl 2,4-dibromobutanoate
• CAS No.: 36847-51-5
• Deprecated CAS: 2172801-93-1
• Molecular Formula: C6H10Br2O2
• Molecular Weight: 273.952
• Hs Code.: 2915900090
• European Community (EC) Number: 253-240-5
• NSC Number: 60691
• DSSTox Substance ID: DTXSID20885654
• Nikkaji Number: J260.689E
• Mol file: 36847-51-5.mol

Synonyms:Ethyl 2,4-dibromobutanoate;36847-51-5;Ethyl 2,4-dibromobutyrate;2,4-DIBROMO-BUTYRIC ACID ETHYL ESTER;Butanoic acid, 2,4-dibromo-, ethyl ester;Ethyl2,4-dibromobutanoate;EINECS 253-240-5;NSC 60691;SCHEMBL698352;DTXSID20885654;NSC60691;2,4-Dibromobutyric acid ethyl ester;AB1432;MFCD00039198;NSC-60691;AKOS015843360;Ethyl .alpha.,.gamma.-dibromobutyrate;Butanoic acid,4-dibromo-, ethyl ester;SB36859;AS-44578;CS-0005423;FT-0602765;1-[methyl(phenyl)phosphoryl]oxy-4-nitro-benzene;A823402

Chemical Property of Ethyl 2,4-dibromobutanoate

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: 1.508
• Boiling Point: 252.704 °C at 760 mmHg
• Flash Point: 106.632 °C
• PSA: 26.30000
• Density: 1.736 g/cm³
• LogP: 2.09800
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 273.90271
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

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

Ethyl 2,4-dibromobutyrate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCBr)Br

Technology Process of Ethyl 2,4-dibromobutanoate

There total 6 articles about Ethyl 2,4-dibromobutanoate 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: 81.0%

4-butanolide (96-48-0) + ethanol (64-17-5) → ethyl 2,4-dibromobutyrate (36847-51-5)

Guidance literature:

4-butanolide; With bromine; phosphorus tribromide; at 110 ℃;

ethanol; With toluene-4-sulfonic acid; at 50 ℃; for 21h; Inert atmosphere;

DOI:10.1021/ol200160p

Reference yield: 52.0%

ethanol (64-17-5) + 2,4-dibromobutanoyl chloride (82820-87-9) → ethyl 2,4-dibromobutyrate (36847-51-5)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ja5109084

Reference yield:

→ ethyl 2,4-dibromobutyrate (36847-51-5)

Guidance literature:

With phosphorus; bromine; Umsetzen des erhaltenen α.γ-Dibrombuttersaeurebromids mit Alkohol;

upstream raw materials:

ethanol

2,4-dibromo-butyric acid

2,4-dibromo-butyryl bromide

cyclopropanecarboxylic acid

Downstream raw materials:

C₁₇H₂₃NO₂

ethyl 1-((S)-1-phenylethyl)azetidine-2-carboxylate

ethyl 1-((S)-1-phenylethyl)azetidine-2-carboxylate

N-(4-methoxyphenyl)-2-ethoxycarbonyl-2-methylazetidine

Refernces

• 1、 Mao, Jianyou,Liu, Feipeng,Wang, Min,Wu, Lin,Zheng, Bing,Liu, Shangzhong,Zhong, Jiangchun,Bian, Qinghua,Walsh, Patrick J.. "Cobalt-bisoxazoline-catalyzed asymmetric kumada cross-coupling of racemic α-bromo esters with aryl grignard reagents". supporting information. p. 17662 - 17668. Retrieved 2015/02/02.
• 2、 -. "AZETIDINE ANALOGUES OF NUCLEOSIDASE AND PHOSPHORYLASE INHIBITORS". Page/Page column 25. . Retrieved 2008/12/07.