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D79403

Sigma-Aldrich

Bicyclohexyl

99%

Synonym(s):

1,1′-Bi(cyclohexyl), BCH, Dicyclohexyl

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About This Item

Linear Formula:
C6H11C6H11
CAS Number:
92-51-3
Molecular Weight:
166.30
Beilstein:
1848266
EC Number:
202-161-4
MDL number:
MFCD00003815
UNSPSC Code:
12352100
PubChem Substance ID:
24894172
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

autoignition temp.

473 °F

refractive index

n20/D 1.478 (lit.)

bp

227 °C (lit.)

mp

3-4 °C (lit.)

density

0.864 g/mL at 25 °C (lit.)

SMILES string

C1CCC(CC1)C2CCCCC2

InChI

1S/C12H22/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h11-12H,1-10H2

InChI key

WVIIMZNLDWSIRH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544) , ESR1(2099)

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Application

Bicyclohexyl can be used as a reactant:      
  • To synthesize 1-azido-1,1′-bi(cyclohexane) by Mn-catalyzed oxidative azidation method using nucleophilic NaN3 as an azide source.      
  • To prepare 1-fluoro-1,1′-bicyclohexyl using elemental fluorine.   
  • In the aliphatic Friedel-Crafts reaction to prepare novel bicyclohexyl based oxygenated building block via C-H activation with aluminum trichloride and acetyl chloride.

Signal Word

Danger

Hazard Statements

H302,H304,H335,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Asp. Tox. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN8951
SHBM4219
SHBL2504
SHBL3160
SHBK8919

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Linbin Niu et al.
Journal of the American Chemical Society, 142(41), 17693-17702 (2020-09-18)
The selective installation of azide groups into C(sp3)-H bonds is a priority research topic in organic synthesis, particularly in pharmaceutical discovery and late-stage diversification. Herein, we demonstrate a generalized manganese-catalyzed oxidative azidation methodology of C(sp3)-H bonds using nucleophilic NaN3 as
Catherine L Lyall et al.
Organic & biomolecular chemistry, 11(9), 1468-1475 (2012-12-25)
The functionalisation of decalin by means of an "aliphatic Friedel-Crafts" reaction was reported over fifty years ago by Baddeley et al. This protocol is of current relevance in the context of C-H activation and here we demonstrate its applicability to
Lionel W Spack et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 34(6), 1052-1071 (2017-03-28)
The contamination of food by mineral oil hydrocarbons (MOHs) found in packaging is a long-running concern. A main source of MOHs in foods is the migration of mineral oil from recycled board into the packed food products. Consequently, the majority
Brian D Fitz et al.
Journal of chromatography. A, 1392, 82-90 (2015-03-31)
Low thermal mass gas chromatography (LTM-GC) was evaluated for rapid, high peak capacity separations with three injection methods: liquid, headspace solid phase micro-extraction (HS-SPME), and direct vapor. An Agilent LTM equipped with a short microbore capillary column was operated at

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