61092-03-3

Basic information

• Product Name: (1R,2R)-2-bromocyclohexyl acetate
• Synonyms: (1R,2R)-2-bromocyclohexyl acetate
• CAS NO: 61092-03-3
• Molecular Weight: 221.094
• Mol File: 61092-03-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (1R,2R)-2-bromocyclohexyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-2-bromocyclohexyl acetate(61092-03-3)
• EPA Substance Registry System: (1R,2R)-2-bromocyclohexyl acetate(61092-03-3)

Safety Data

• Hazardous Substances Data: 61092-03-3(Hazardous Substances Data)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 110-83-8 cyclohexene 
• 357-57-3 brucine 
• 56-23-5 tetrachloromethane 
• 2425-33-4 2-bromocyclocyclohexanol 
• 108-24-7 acetic anhydride 
• 127-19-5 N,N-dimethyl acetamide 
• 51533-20-1 2?(phenylselanyl)cyclohexyl acetate 
• 1056477-06-5 2-bromocyclohexanone 
• 2425-33-4 cis-2-bromocyclohexanol 
• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 67-56-1 methanol 
• 79-21-0 peracetic acid 

Downstream Products

• 14447-34-8 (+)-(R)-cyclohex-2-en-1-yl acetate 
• 110-83-8 cyclohexene 
• 53023-25-9 trans-2-bromocyclohexan-1-ol 
• 3413-44-3 (R)-2-cyclohexen-1-ol 
• 874955-58-5 (1R,2S)-2-bromocyclohexanol 
• 1759-71-3 trans-1,2-cyclohexanediol diacetate 

Relevant articles and documents

A useful propionate cofactor enhancing activity for organic solvent-tolerant recombinant metal-free bromoperoxidase (perhydrolase) from Streptomyces aureofaciens

The oxidative brominating activity of an organic solvent-tolerant recombinant metal-free bromoperoxidase BPO-A1 with C-terminal His-tag (rBPO-A1), from Streptomyces aureofaciens found to depend on various additives. These included carboxylic acids, used as cofactors and alcohols, used as water-miscible organic solvents. Enzyme activity was significantly enhanced by using propanoic acid (PA) as a cofactor, which had a high Log D at pH 5.0 and ethylene glycol with a low Log P. The positional specificity of oxidative hydroxybromination for olefins, using rBPO-A1 and PA in the presence of methanol, was higher compared to a non-enzymatic reaction using peracetic acid. The oxidative bromination step, occurring after enzymatic peroxidation step, is suggested to be pseudoenzymatic.

Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols

The stereoisomers of cis-2-halocycloalkanols were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of lipases in organic media. High enantioselectivities (ee >98%) and good isolated yields were obtained for all substrates using the appropriate lipase. Burkholderia cepacia lipase was the most efficient enzyme for the resolution of these substrates. The enantiomeric purities of the compounds were defined by derivatization with Mosher's acid and the absolute configurations were determined by chemical correlation.

Iodine(III)-initiated bromoacetoxylation of olefins

A new and mild method for the bromoacetoxylation of olefins is presented, which is initiated by iodine(III). α-Acetoxy bromides 6-11 are generated from olefins 5 in the presence of tetraethylammonium bromide (1) and (diacetoxyiodo)benzene (2). The 1,2-addition to carbohydrate-derived enol ethers results in 2-deoxy-2-bromo-pyranosyl acetates which are versatile glycosyl donors for the synthesis of 2′-deoxy-2′-bromo glycosides 16.