Methyl 2,4-dibromobutyrate

Base Information

• Chemical Name: Methyl 2,4-dibromobutyrate
• CAS No.: 70288-65-2
• Molecular Formula: C₅H₈Br₂O₂
• Molecular Weight: 259.925
• European Community (EC) Number: 629-559-4,812-006-8
• NSC Number: 167181
• DSSTox Substance ID: DTXSID40990491
• Nikkaji Number: J456.604A
• Mol file: 70288-65-2.mol

Synonyms:Methyl 2,4-dibromobutyrate;methyl 2,4-dibromobutanoate;70288-65-2;29547-04-4;MFCD00130152;2,4-Dibromo-butyric acid methyl ester;methyl-2,4-dibromobutyrate;Methyl2,4-dibromobutyrate;2,4-dibromobutyric acid methyl ester;NSC167181;methyl2,4-dibromobutanoate;SCHEMBL1107132;DTXSID40990491;DQHIGEQXJBMKKY-UHFFFAOYSA-N;AMY30914;BBL103812;STL557622;2,4-dibromobutanoic acid methyl ester;AKOS015915270;CS-W001109;NSC-167181;PB42483;Butanoic acid,2,4-dibromo-,methyl ester;AS-15440;SY017663;Butanoic acid, 2,4-dibromo-, methyl ester;FT-0641283;FT-0699942;EN300-41947;Methyl 2,4-dibromobutyrate, >=97.0% (GC);A836828;A876435;J-522654

Chemical Property of Methyl 2,4-dibromobutyrate

Chemical Property:

• Vapor Pressure: 0.0463mmHg at 25°C
• Boiling Point: 236.9ºC at 760 mmHg
• Flash Point: 97.1ºC
• Density: 1.840
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 259.88706
• Heavy Atom Count: 9
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2,4-dibromobutyrate ≥97.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(CCBr)Br
• Uses: Methyl 2,4-dibromobutyrate was used in the preparation of stereoisomers of azetidine-2-carboxylic amide derivative.

Technology Process of Methyl 2,4-dibromobutyrate

There total 6 articles about Methyl 2,4-dibromobutyrate 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: 98.0%

4-butanolide (96-48-0) + methanol (67-56-1) → methyl 2,4-dibromobutanoate (29547-04-4,70288-65-2)

Guidance literature:

4-butanolide; With bromine; at 90 - 100 ℃; for 5h; Large scale;

methanol; at 20 ℃; for 15h; Temperature; Large scale;

Reference yield: 93.0%

methanol (67-56-1) + 2,4-dibromo-butyryl bromide (52412-07-4) → methyl 2,4-dibromobutanoate (29547-04-4,70288-65-2)

Guidance literature:

for 14h; Heating;

DOI:10.1021/jm00136a011

Reference yield:

methyl 2,4-dibromobutanoate (29547-04-4,70288-65-2) → (R)-methyl 2,4-dibromobutyrate (70288-65-2) + (S)-methyl 2,4-dibromobutyrate (70288-65-2)

Guidance literature:

With Sphingobium japonicum haloalkane dehalogenase; at 21 ℃; pH=8.2; enantioselective reaction; Tris sulfate buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/anie.201001753

upstream raw materials:

methanol

2,4-dibromo-butyryl bromide

4-butanolide

2,4-dibromobutanoyl chloride

Refernces

• 1、 -. "Method for preparing methyl 2,4-dibromobutyrate under catalysis of brominated sulfonic acid resin". Paragraph 0024-0032. . Retrieved 2020/04/17.
• 2、 van Greunen, Divan G.,Cordier, Werner,Nell, Margo,van der Westhuyzen, Chris,Steenkamp, Vanessa,Panayides, Jenny-Lee,Riley, Darren L.. "Targeting Alzheimer's disease by investigating previously unexplored chemical space surrounding the cholinesterase inhibitor donepezil". . p. 671 - 690. Retrieved 2017/02/10.