84911-18-2

Basic information

• Product Name: ethyl 2-broMo-3-oxobutanoate
• Synonyms: ethyl 2-bromo-3-oxobutanoate
• CAS NO: 84911-18-2
• Molecular Formula: C₆H₉BrO₃
• Molecular Weight: 209.03786
• Mol File: 84911-18-2.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 2-broMo-3-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-broMo-3-oxobutanoate(84911-18-2)
• EPA Substance Registry System: ethyl 2-broMo-3-oxobutanoate(84911-18-2)

Safety Data

• Hazardous Substances Data: 84911-18-2(Hazardous Substances Data)

Usage

General Description

Ethyl 2-bromo-3-oxobutanoate, also known as ethyl 2-bromoacetylacetate, is a chemical compound with the molecular formula C6H9BrO3. It is a colorless liquid with a fruity and sweet smell. Ethyl 2-bromo-3-oxobutanoate is primarily used in organic synthesis and as a reagent in the production of pharmaceuticals and agrochemicals. It is also utilized in the manufacture of fragrances and flavors. Ethyl 2-bromo-3-oxobutanoate is a highly reactive molecule and is typically handled and stored under strict safety precautions due to its potential health hazards.

Upstream product

• 67-66-3 chloroform 
• 6905-43-7 2-bromo-1,2,2-triphenyl-ethanone 
• 141-97-9 ethyl acetoacetate 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 89415-67-8 ethyl 2,2-dibromoacetoacetate 
• 506-68-3 bromocyane 
• 87413-09-0 Dess-Martin periodane 

Downstream Products

• 632-56-4 tetraethyl ethane-1,1,2,2-tetracarboxylate 
• 105-53-3 diethyl malonate 
• 4620-46-6 benzoic acid 1-ethoxycarbonyl-2-oxopropyl ester 
• 13176-46-0 4-bromoethyl acetoacetate 
• 144836-49-7 ethyl 2,6-dimethylimidazo<2.1-b>thiazole-5-carboxylate 
• 104690-49-5 6-Bromo-5-methyl-2-methylsulfanyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol 
• 21755-34-0 2-carboethoxyimidazo[1,2-a]pyridine 
• 59128-02-8 ethyl 2-(6-chloroimidazo[1,2-a]pyridin-2-yl)acetate 
• 21494-80-4 3-benzyl-4-hydroxy-4-methyl-2-thioxo-thiazolidine-5-carboxylic acid ethyl ester 
• 175277-03-9 4-methyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-carboxylic acid ethyl ester 
• 1011794-40-3 2-benzoylimino-4-methyl-3-(p-tolyl)-5-ethoxycarbonyl-3H-thiazole 
• 81438-51-9 ethyl 2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate 
• 81448-48-8 ethyl 2,7-dimethylimidazo[1,2-a]pyridine-3-carboxylate 
• 81438-56-4 ethyl 6-bromo-2-methylimidazo[1,2-a]pyridine-3-carboxylate 

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.

Flash preparation of carbenoids: A different performance of cyanogen bromide

Cyanogen halides are known substances for the cyanating reaction. There are a few evidences for bromination reaction too. On the other hand carbenes are known as very important substances due to their remarkable reactions. Unfortunately carbenes at room temperature are very unstable and there is not a simple method for preparation of them. In most cases the isolation is not possible. We have reported a new reliable and fast preparation method of almost stable carbenoids. The mechanism of the formation has been discussed.

One-pot new barbituric acid derivatives derived from the reaction of barbituric acids with BrCN and ketones

Reaction of cyclic β-dicarbonyl compounds such as pyrimidine-(1 H,3H,5H)-2,4,6-trione (BA), 1,3-dimethyl pyrimidine-(1 H,3H,5H)-2,4,6-trione (DMBA) and 2-thioxo-pyrimidine-(1 H,3H,5H)-4,6-dione (TBA) with cyanogen bromide in acetone and 2-butanone in the presence of triethylamine afforded a new class of stable heterocyclic spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]2, 2′,4,4′,6′(3H,3′H,5H)-penta-ones (dimeric forms of barbiturate) at 0 °C and ambient temperature. Structure elucidation was carried out by X-ray crystallographic, 1H NMR, 13C NMR, two dimensional NMR, FT-IR spectra, mass spectrometry and elemental analysis. The mechanism of product formation is discussed. The reaction of DMBA with cyanogen bromide in the presence of triethylamine also afforded trimeric form of barbiturate of uracil derivatives in good yield. The reaction of selected acyclic β-dicarbonyl compounds with cyanogen bromide in the presence of triethylamine in acetone and/or diethyl ether has also been investigated under the same condition. Diethyl malonate and ethyl cyanoacetate brominated and also ethyl acetocetate both bro-minated and cyanated on active methylene via cyanogen bromide.