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Sigma-Aldrich

Cyclohexane

ACS reagent, ≥99%

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Empirical Formula (Hill Notation):
C6H12
CAS Number:
110-82-7
Molecular Weight:
84.16
Beilstein:
1900225
EC Number:
203-806-2
MDL number:
MFCD00003814
eCl@ss:
39010606
PubChem Substance ID:
329751580
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

2.9 (vs air)

vapor pressure

168.8 mmHg ( 37.7 °C)
77 mmHg ( 20 °C)

Assay

≥99%

form

liquid

autoignition temp.

500 °F

expl. lim.

9 %

impurities

H2SO4, passes test (darkened)
≤0.02% water

evapn. residue

≤0.002%

color

APHA: ≤10

refractive index

n20/D 1.426 (lit.)

bp

80.7 °C (lit.)

mp

4-7 °C (lit.)

density

0.779 g/mL at 25 °C (lit.)

SMILES string

C1CCCCC1

InChI

1S/C6H12/c1-2-4-6-5-3-1/h1-6H2

InChI key

XDTMQSROBMDMFD-UHFFFAOYSA-N

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General description

Cyclohexane is a cyclic alkane that predominantly exists in chair conformation due to higher stability. It participates as starting reagent in the photonitrosylation process (PNC process) and affords ε-caprolactum. Its oxidation by employing various oxidants such as hydrogen peroxide, tert-butyl hydroperoxide and molecular oxygen has been reported.

Application

Cyclohexane has been used in the following studies:
  • As a solvent in the synthesis of europium dibenzoylmethide triethylammonium (EuD4TEA).
  • Preparation of poly(dimethylsiloxane) (PDMS) microchip.
  • As a solvent in the two-solvent (cyclohexane/water) deposition method for the preparation of monometallic 5wt% Ni containing catalysts.
Cyclohexane may undergo oxidation using hydrogen peroxide as oxidant and in the presence of a polyoxotungstate catalyst to form cyclohexanone and cyclohexanol as the main products. Its dehydrogenation in the presence of Ni-Cu/SiO2 catalysts forms benzene in good yield.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Regulatory Information

危险化学品

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Cyclohexane dehydrogenation over Ni-Cu/SiO 2 catalyst: Effect of copper addition.
Xia Z, et al.
Catalysis Communications, 90, 39-42 (2017)
Samuel Kim et al.
Methods in enzymology, 472, 119-132 (2010-06-29)
Microfluidics serves as a convenient platform for single-molecule experiments by providing manipulation of small amounts of liquids and micron-sized particles. An adapted version of capillary electrophoresis (CE) on a microchip can be utilized to separate chemical species with high resolution
Characterizations and performances of Ni/diatomite catalysts for dry reforming of methane.
Jabbour K, et al.
Chemical Engineering Journal, 264, 351-358 (2015)
The energy difference between the chair and boat forms of cyclohexane. The twist conformation of Cyclohexane.
Johnson WS, et al.
Journal of the American Chemical Society, 83(3), 606-614 (1961)
Cyclohexane oxidation continues to be a challenge.
Schuchardt ULF, et al.
Applied Catalysis A: General, 211(1), 1382-1386 (2012)
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