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135194

Sigma-Aldrich

Bromocyclohexane

98%

Synonym(s):

Cyclohexyl bromide

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About This Item

Empirical Formula (Hill Notation):
C6H11Br
CAS Number:
Molecular Weight:
163.06
Beilstein:
1098373
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)

functional group

bromo

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[1]. It participates in the alkylation reaction of of para-xylene in the presence of graphite as catalyst to yield hydrocarbon[2].

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[3].

Pictograms

Environment

Hazard Statements

Precautionary Statements

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

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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
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.
Alkylation on graphite in the absence of Lewis acids.
Sereda GA.
Tetrahedron Letters, 45(39), 7265-7267 (2004)
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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