Methyl 2,3-dibromobutanoate

Base Information

• Chemical Name: Methyl 2,3-dibromobutanoate
• CAS No.: 5469-24-9
• Molecular Formula: C5H8Br2O2
• Molecular Weight: 259.925
• Hs Code.: 2915900090
• NSC Number: 25304
• DSSTox Substance ID: DTXSID60282269
• Mol file: 5469-24-9.mol

Synonyms:methyl 2,3-dibromobutanoate;5469-24-9;methyl2,3-dibromobutanoate;NSC25304;methyl 2,3-dibro-mobutanoate;SCHEMBL13141035;DTXSID60282269;NSC-25304;AKOS027473637;CS-0234295;EN300-14054;Z104508924

Chemical Property of Methyl 2,3-dibromobutanoate

Chemical Property:

• Vapor Pressure: 0.233mmHg at 25°C
• Boiling Point: 206.8°C at 760 mmHg
• Flash Point: 78.9°C
• PSA: 26.30000
• Density: 1.834g/cm³
• LogP: 1.70630
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 259.88706
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

Methyl2,3-dibromobutanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)OC)Br)Br

Technology Process of Methyl 2,3-dibromobutanoate

There total 9 articles about Methyl 2,3-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: 100.0%

crotonic acid methyl ester (623-43-8) → methyl 2,3-dibromobutyrate (5469-24-9)

Guidance literature:

With bromine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc30279a

Reference yield: 78.0%

crotonic acid methyl ester (623-43-8) → (+/-)-erythro-2,3-dibromo-butyric acid methyl ester (5469-24-9,22426-04-6,26708-42-9,99570-24-8,99570-28-2)

Guidance literature:

With dioxane*Br₂; at 20 ℃; for 0.166667h;

DOI:10.1080/00397910601033617

Reference yield:

methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) → methyl 2,3-dibromobutyrate (5469-24-9)

Guidance literature:

With carbon disulfide; bromine; 2.3-dibromo-butyric acid methyl ester;

upstream raw materials:

methanol

erythro-2,3-dibromobutanoic acid

methyl crotonate

(Z)-methyl but-2-enoate

Downstream raw materials:

methyl bromo-crotonate

methyl α-bromocrotonate

(E)-α-bromocrotonate de methyle

3-(phenylsulfanyl)but-2-enoic acid methyl ester

Refernces

• 1、 Zhang, Minghao,Deng, Wenbo,Sun, Mingjie,Zhou, Liwei,Deng, Guobo,Liang, Yun,Yang, Yuan. "α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes". supporting information. p. 5744 - 5749. Retrieved 2021/08/18.
• 2、 Wang, Songlin,Chen, Yin,Zhao, Song,Xu, Xiangqing,Liu, Xin,Liu, Bi-Feng,Zhang, Guisen. "Synthesis and biological evaluation of a series of benzoxazole/ benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants". . p. 1766 - 1770. Retrieved 2014/04/17.