24618-31-3

Basic information

• Product Name: 1α-Bromo-2β-methoxycyclohexane
• Synonyms: 1α-Bromo-2β-methoxycyclohexane;(1R)-1β-Methoxy-2α-bromocyclohexane;1β-Methoxy-2α-bromocyclohexane
• CAS NO: 24618-31-3
• Molecular Formula: C₇H₁₃BrO
• Molecular Weight: 193.08152
• Mol File: 24618-31-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 198°C at 760 mmHg
• Flash Point: 77.7°C
• Appearance: /
• Density: 1.3257
• Vapor Pressure: 0.517mmHg at 25°C
• Refractive Index: 1.4871 (estimate)
• CAS DataBase Reference: 1α-Bromo-2β-methoxycyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1α-Bromo-2β-methoxycyclohexane(24618-31-3)
• EPA Substance Registry System: 1α-Bromo-2β-methoxycyclohexane(24618-31-3)

Safety Data

• Hazardous Substances Data: 24618-31-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 483, 1972 DOI: 10.1055/s-1972-21907Tetrahedron Letters, 25, p. 527, 1984 DOI: 10.1016/S0040-4039(00)99928-3

InChI:InChI=1/C7H13BrO/c1-9-7-5-3-2-4-6(7)8/h6-7H,2-5H2,1H3

Upstream product

• 67-56-1 methanol 
• 511-67-1 5,5-dibromobarbituric acid 
• 110-83-8 cyclohexene 
• 560-95-2 bromotrinitromethane 
• 20244-61-5 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one 
• 1685-97-8 2,2-dibromo-indan-1,3-dione 
• 74307-85-0 2-bromo-1,3-dioxo-indan-2-carboxylic acid ethyl ester 
• 28078-73-1 methyl hypobromite 
• 598-91-4 dibromonitromethane 
• 464-10-8 bromopicrin 
• 37167-59-2 dimethyl dibromomalonate 
• 79-15-2 N-bromoacetamide 
• 7726-95-6 bromine 
• 21428-65-9 2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione 

Downstream Products

• 1461-23-0 tributyltin bromide 
• 57431-42-2 2-(2-cyclohepten-1-yl)phenol 
• 822-67-3 Cyclohex-2-enol 
• 2699-13-0 3-methoxycyclohexene 

Relevant articles and documents

Bromine Chloride from N-Chlorosuccinimide. Oxidation of Bromide Ion. Electrophilic Addition. Reactions in Protic and Aprotic Solvents

-

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.

COHALOGENATION DES OLEFINES : APPLICATION A LA SYNTHESE D'ALCOOLS ALLYLIQUES

Alkenes 1 a-f are converted in three steps into the ally alcohols 4 a-f ; the cohalogenation of alkenes by NBS in alcohols constitutes the first step of this synthesis.