32388-22-0

Basic information

• Product Name: 4-bromocyclohexanol
• Synonyms: Cyclohexanol, 4-bromo-
• CAS NO: 32388-22-0
• Molecular Formula: C₆H₁₁BrO
• Molecular Weight: 179.0549
• Mol File: 32388-22-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 225.5°C at 760 mmHg
• Flash Point: 90.2°C
• Density: 1.519g/cm³
• Vapor Pressure: 0.0171mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 4-bromocyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromocyclohexanol(32388-22-0)
• EPA Substance Registry System: 4-bromocyclohexanol(32388-22-0)

Safety Data

• Hazardous Substances Data: 32388-22-0(Hazardous Substances Data)

Upstream product

• 279-49-2 7-oxabicyclo(2.2.1)heptane 

Downstream Products

• 19556-74-2 cis-4-Brom-cyclohexanol 
• 174475-56-0 [6-Hydroxy-2-(4-hydroxy-cyclohexyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 174475-53-7 {2-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-6-methoxy-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 174475-66-2 [2-(4-Hydroxy-cyclohexyl)-6-methoxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 

Relevant articles and documents

Monobromoborane-dimethyl sulfide - A highly promising reagent for the regio- and chemoselective brominative cleavage of terminal epoxides into vicinal bromohydrins

Monobromoborane?dimethyl sulfide (BH2Br?SMe2) is a highly regio- and chemoselective reagent useful for the brominative cleavage of the epoxy moiety into bromohydrins in the presence of alkenes, alkynes, ethers, acetals, ketals, and acetonides at 0°C, besides being an excellent hydroborating reagent. Several reactive functional groups, such as chloride, ketones, esters, nitriles, nitros, and thioethers, have been accommodated during such transformations. Although the reduction of acetophenone was completely suppressed at ?25°C, 4-chlorobenzaldehyde still underwent 12?13% reduction of an aldehydic group. CSIRO 2007.

Regiocontrolled Opening of Cyclic Ethers Using Dimethylboron Bromide

The cleavage of various cyclic ethers (3- to 7-membered rings) was achieved under very mild conditions using dimethylboron bromide to afford the corresponding bromo alcohols.In particular, 2-substituted tetrahydrofurans were regioselectively cleaved by a predominantly SN2 - type mechanism favoring the formation of primary vs. secondary bromides.Dimethylboron bromide also cleaved chemoselectively substituted tetrahydrofurans in the presence of functional groups such as acyclic ethers, silyl ethers, esters, amides, ketones,etc.