34243-82-8

Basic information

• Product Name: Cyclohexanecarboxylic acid, 1-bromo-2-oxo-, ethyl ester
• Synonyms: Cyclohexanecarboxylic acid,1-bromo-2-oxo-,ethyl ester;ethyl 1-bromo-2-oxocyclohexanecarboxylate;1-Brom-2-oxo-cyclohexancarbonsaeure-aethylester;2-Brom-2-aethoxycarbonylcyclohexanon;1-bromo-2-oxo-cyclohexanecarboxylic acid ethyl ester
• CAS NO: 34243-82-8
• Molecular Formula: C9H13BrO3
• Molecular Weight: 249.104
• Mol File: 34243-82-8.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxylic acid, 1-bromo-2-oxo-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid, 1-bromo-2-oxo-, ethyl ester(34243-82-8)
• EPA Substance Registry System: Cyclohexanecarboxylic acid, 1-bromo-2-oxo-, ethyl ester(34243-82-8)

Safety Data

• Hazardous Substances Data: 34243-82-8(Hazardous Substances Data)

Upstream product

• 128-08-5 N-Bromosuccinimide 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Downstream Products

• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 3400-80-4 ethyl 2-oxocyclohex-3-ene-1-carboxylate 
• 57205-09-1 ethyl 6-oxocyclohex-1-enecarboxylate 
• 38167-88-3 7-carboethoxy-tetrahydro-2(3H)-azepinone 
• 251095-04-2 ethyl 1-azido-2-oxocyclohexane-1-carboxylate 

Relevant articles and documents

A mild and regioselective method for α-bromination of β-keto esters and 1,3-diketones using bromodimethylsulfonium bromide (BDMS)

Bromodimethylsulfonium bromide has been found to be an effective and regioselective reagent for α-monobromination of β-keto esters and 1,3-diketones. A wide variety of β-keto esters and 1,3-diketones undergo chemoselective α-monobromination with excellent yields at 0-5 °C or room temperature. The notable advantages of this protocol are no need of chromatographic separation, use of less hazardous reagent than molecular bromine, and no added base, Lewis acid, or other catalyst.

A novel synthesis of α halo carbonyl compounds using metal halides

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Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

Novel Metal- and Mineral-Acid-Free Synthesis of Organic Ammonium Tribromides and Application of Ethylenephenanthrolium Bistribromide for Bromination of Active Methylene Group of 1,3-Diketones and β-Ketoesters

A novel procedure for the preparation of organic ammonium tribromides (OATBs) is described from their corresponding bromides. Quaternary ammonium bromides (QABs) and a N,N′-heterocyclic dibromide are efficiently oxidized to their corresponding monotribromides and bistribromide by m-chloroperbenzoic acid (MCPBA) in the presence of 2 and 4 equiv of KBr, respectively. The reactions are carried out in an aqueous medium without the use of any mineral acid or metal catalyst/promoters. A variety of tribromides are synthesized in very good yields including a hitherto unknown reagent, 1,10-(ethane-1, 2-diyl)phenanthrolinediium bistribromide (EPDBT). EPDBT is investigated as brominating agent and found to be highly effective for selective bromination of active methylene groups of a variety of 1,3-diketones and β-ketoesters. GRAPHICAL ABSTRACT.