89415-67-8

Basic information

• Product Name: 2,2-Dibromo-3-oxo-butyric acid ethyl ester
• Synonyms: 2,2-Dibromo-3-oxo-butyric acid ethyl ester
• CAS NO: 89415-67-8
• Molecular Formula: C₆H₈Br₂O₃
• Molecular Weight: 287.93392
• Mol File: 89415-67-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-Dibromo-3-oxo-butyric acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dibromo-3-oxo-butyric acid ethyl ester(89415-67-8)
• EPA Substance Registry System: 2,2-Dibromo-3-oxo-butyric acid ethyl ester(89415-67-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 89415-67-8(Hazardous Substances Data)

Usage

Appearance

Yellowish to brown-colored liquid Describes the physical appearance of the compound as a liquid with a yellowish to brown color.

Odor

Pungent Indicates that the compound has a strong, irritating smell.

Common uses

Intermediate in organic synthesis Used as a starting material or building block in the synthesis of other chemical compounds.

Primary applications

Production of pharmaceuticals and agrochemicals The compound is mainly used in the manufacturing of drugs and chemicals for agricultural purposes.

Reagent use

Synthesis of various esters and derivatives The compound serves as a reagent in organic chemical reactions, particularly in the formation of esters and their derivatives.

Hazard classification

Hazardous substance Indicates that the compound poses potential risks to human health and the environment.

Safety measures

Handle and store with appropriate precautions Emphasizes the need for proper handling and storage to minimize risks associated with the hazardous nature of the compound.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 87413-09-0 Dess-Martin periodane 
• 7726-95-6 bromine 

Downstream Products

• 84911-18-2 ethyl 2-bromoacetoacetate 
• 141-97-9 ethyl acetoacetate 
• 5870-38-2 diethyl 2,5-(dihydroxy)terephthalate 
• 54023-37-9 ethyl 2-methyl-5-phenyl-4,5-dihydrofuran-3-carboxylate 
• 92898-26-5 (E)-1-acetyl-1-(ethoxycarbonyl)-2-phenylcyclopropane 
• 92898-25-4 (Z)-1-acetyl-1-(ethoxycarbonyl)-2-phenylcyclopropane 

Relevant articles and documents

Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride

An efficient and facile method is reported for the synthesis of a series of α,α-dichloroketones. The direct dichlorination of methyl ketones and 1,3-dicarbonyls using an excess amount of sulfuryl chloride affords the corresponding gem-dichloro compounds in moderate to excellent yields. Moreover, the protocol features high yields, broad substrate scope, and simple reaction conditions without using any catalysts and solvents.

A mild CuI-catalyzed Glaser-type homo-coupling reaction using α,α-dibromo-β-dicarbonyl compounds as oxidants

Exploration of α,α-dibromo-β-dicarbonyl compounds as novel organic oxidants for the mild Cu(I)-catalyzed Glaser-type homo-coupling reaction has been achieved, which provides an alternatively efficient pathway for the construction of 1,3-conjugated structures. In addition, the mechanism of this reaction was investigated.

Oxidative bromination of ketones using ammonium bromide and oxone

A highly efficient, environmentally safe and economic method for selective α-monobromination of aralkyl, cyclic, acyclic, 1,3-diketones and β-keto esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this reagent system.