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Bromocyclohexane

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Bromocyclohexane Basic information

Product Name:
Bromocyclohexane
Synonyms:
  • BROMOCYCLOHEXANE FOR SYNTHESIS
  • BROMOCYCLOHEXANE
  • Cyelohexyl bromide
  • CYCLOHEXYL BROMIDE
  • 1-Bromocyclohexane
  • bromo-cyclohexan
  • Bromocylohexane
  • Cyclohexane,bromo-
CAS:
108-85-0
MF:
C6H11Br
MW:
163.06
EINECS:
203-622-2
Product Categories:
  • Alkyl
  • Building Blocks
  • Chemical Synthesis
  • Pharmaceutical Intermediates
  • Halogen compounds
  • Halogenated Hydrocarbons
  • Organic Building Blocks
Mol File:
108-85-0.mol
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Bromocyclohexane Chemical Properties

Melting point:
-57°C
Boiling point:
166-167 °C (lit.)
Density 
1.324 g/mL at 25 °C (lit.)
vapor density 
5.62 (vs air)
refractive index 
n20/D 1.495(lit.)
Flash point:
145 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Miscible with ethanol, ether, acetone, benzene and carbon tetrachloride.
form 
Liquid
Specific Gravity
approximate 1.33 (20℃)
color 
Clear colorless to light yellow
Odor
Unpleasant Odor
Water Solubility 
insoluble
Sensitive 
Air & Light Sensitive
Merck 
14,2730
BRN 
1098373
Dielectric constant
7.9(25℃)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChI
1S/C6H11Br/c7-6-4-2-1-3-5-6/h6H,1-5H2
InChIKey
AQNQQHJNRPDOQV-UHFFFAOYSA-N
SMILES
BrC1CCCCC1
CAS DataBase Reference
108-85-0(CAS DataBase Reference)
NIST Chemistry Reference
Cyclohexane, bromo-(108-85-0)
EPA Substance Registry System
Cyclohexane, bromo- (108-85-0)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-20-18-52
Safety Statements 
23-24/25-37/39-26
WGK Germany 
3
RTECS 
GU7171700
8
TSCA 
TSCA listed
HS Code 
29035990
Storage Class
10 - Combustible liquids
Hazard Classifications
Aquatic Chronic 2

MSDS

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Bromocyclohexane Usage And Synthesis

Chemical Properties

colourless liquid

Uses

Bromocyclohexane has been used to study the ionization of equatorial and axial conformational isomers of the chair-bromocyclohexane using vacuum ultraviolet mass-analyzed threshold ionization spectroscopy.

Preparation

Bromocyclohexane is synthesized by the reaction of cycloethanol and hydrobromic acid.

Synthesis Reference(s)

Canadian Journal of Chemistry, 50, p. 3109, 1972 DOI: 10.1139/v72-498
Journal of the American Chemical Society, 112, p. 8212, 1990 DOI: 10.1021/ja00178a080
The Journal of Organic Chemistry, 45, p. 1638, 1980 DOI: 10.1021/jo01297a020

General Description

Axial conformer of bromocyclohexane forms inclusion complexes with 9,9′-bianthryl and exhibits a weak 1,3 diaxial Cl...H interaction. It participates in the alkylation reaction of of para-xylene in the presence of graphite as catalyst to yield hydrocarbon.

Purification Methods

Shake the bromide with 60% aqueous HBr to remove the free alcohol. After removing excess HBr, the sample is dried and fractionally distilled. [IR: Roberts & Chambers J Am Chem Soc 73 5031 1951, Beilstein 5 III 48, 5 IV 67.]

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