Butanoic acid, 2,2-dibromo-3-oxo-, methyl ester

Base Information

• Chemical Name: Butanoic acid, 2,2-dibromo-3-oxo-, methyl ester
• CAS No.: 106775-99-9
• Molecular Formula: C5H6Br2O3
• Molecular Weight: 273.90700
• Mol file: 106775-99-9.mol

Synonyms:Butanoic acid,2,2-dibromo-3-oxo-,methyl ester;

Chemical Property of Butanoic acid, 2,2-dibromo-3-oxo-, methyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 1.23450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanoic acid, 2,2-dibromo-3-oxo-, methyl ester

There total 2 articles about Butanoic acid, 2,2-dibromo-3-oxo-, methyl ester 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: 60.0%

acetoacetic acid methyl ester (105-45-3) → methyl 2,2-dibromoacetoacetate (106775-99-9)

Guidance literature:

With Oxone; ammonium bromide; In methanol; Reflux;

DOI:10.1021/acs.joc.1c00593

Reference yield:

acetoacetic acid methyl ester (105-45-3) → ethyl α-bromoacetoacetate (3600-18-8) + methyl 2,2-dibromoacetoacetate (106775-99-9)

Guidance literature:

With methanol; tetraethylammonium bromide; Dess-Martin periodane; In chloroform; at 20 ℃; for 0.0833333h;

DOI:10.1080/00397910601033641

Reference yield:

acetoacetic acid methyl ester (105-45-3) + methyl 2,2-dibromoacetoacetate (106775-99-9) → ethyl α-bromoacetoacetate (3600-18-8)

Guidance literature:

With ethyl 2-methyl-1H-indole-3-carboxylate; In n-heptane; at 25 ℃; for 18h;

DOI:10.1016/j.tetlet.2020.151772

upstream raw materials:

acetoacetic acid methyl ester

Downstream raw materials:

ethyl α-bromoacetoacetate

Refernces

• 1、 Ito, Takatoshi,Iwai, Toshiyuki,Matsumoto, Fukashi,Sumino, Shuhei. "Methanofullerene Synthesis via Photogenerated Fullerene Radical Anion Intermediates". . p. 8500 - 8507. Retrieved 2021.
• 2、 Salgaonkar, Paresh D.,Shukla, Vidyanand G.,Akamanchi, Krishnacharya G.. "α-bromination of 1,3-dicarbonyl compounds using Dess-Martin periodinane (DMP) and tetraethylammonium bromide (TEAB)". . p. 275 - 280. Retrieved 2007/10/03.