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Sigma-Aldrich

Bromocyclohexane

98%

Synonym(s):

Cyclohexyl bromide

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About This Item

Empirical Formula (Hill Notation):
C6H11Br
CAS Number:
108-85-0
Molecular Weight:
163.06
Beilstein:
1098373
EC Number:
203-622-2
MDL number:
MFCD00003819
UNSPSC Code:
12352100
PubChem Substance ID:
24848205
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.495 (lit.)

bp

166-167 °C (lit.)

solubility

H2O: insoluble
alcohol: soluble

density

1.324 g/mL at 25 °C (lit.)

SMILES string

BrC1CCCCC1

InChI

1S/C6H11Br/c7-6-4-2-1-3-5-6/h6H,1-5H2

InChI key

AQNQQHJNRPDOQV-UHFFFAOYSA-N

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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.

Application

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.

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alkylation on graphite in the absence of Lewis acids.
Sereda GA.
Tetrahedron Letters, 45(39), 7265-7267 (2004)
Shinya Hirano et al.
Chemical communications (Cambridge, England), (29)(29), 3646-3648 (2005-07-20)
The axial conformers of chloro- and bromocyclohexane were isolated in a pure state as inclusion complexes with 9,9'-bianthryl, and a 1,3 diaxial Cl...H weak interaction was discovered by X-ray analysis of the axial conformer of chlorocyclohexane.
Songhee Han et al.
The journal of physical chemistry. A, 114(37), 10005-10010 (2010-08-27)
Ionization of equatorial and axial conformational isomers of the chair-bromocyclohexane is investigated with use of the vacuum ultraviolet mass-analyzed threshold ionization (MATI) spectroscopic technique. Two distinct ionization energies of 9.8308 ± 0.0025 and 9.8409 ± 0.0025 eV are determined for
Hanumantha Rao Vutukuri et al.
Angewandte Chemie (International ed. in English), 53(50), 13830-13834 (2014-11-05)
Particle shape is a critical parameter that plays an important role in self-assembly, for example, in designing targeted complex structures with desired properties. Over the last decades, an unprecedented range of monodisperse nanoparticle systems with control over the shape of
Marjolein N van der Linden et al.
Langmuir : the ACS journal of surfaces and colloids, 31(1), 65-75 (2014-12-24)
We studied suspensions of sterically stabilized poly(methyl methacrylate) (PMMA) particles in the solvent cyclohexyl bromide (CHB; εr = 7.92). We performed microelectrophoresis measurements on suspensions containing a single particle species and on binary mixtures, using confocal microscopy to measure the

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