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Sigma-Aldrich

Cyclohexyl phenyl ether

95%

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About This Item

Linear Formula:
C6H5OC6H11
CAS Number:
2206-38-4
Molecular Weight:
176.25
MDL number:
MFCD00144026
UNSPSC Code:
12352100
PubChem Substance ID:
24878523
NACRES:
NA.22

assay

95%

refractive index

n20/D 1.525 (lit.)

bp

127-128 °C/15 mmHg (lit.)

density

1.078 g/mL at 25 °C (lit.)

SMILES string

C1CCC(CC1)Oc2ccccc2

InChI

1S/C12H16O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1,3-4,7-8,12H,2,5-6,9-10H2

InChI key

OSAOIDIGMBDXED-UHFFFAOYSA-N

General description

Cyclohexyl phenyl ether is an alkyl aryl ether. It undergoes thermolysis and aquathermolysis reactions to yield 1-methylcyclopentene and phenol as major products. Cyclohexyl phenyl ether can be synthesized from cyclohexyl bromide and phenol. It can also be prepared from 2-cyclohexen-1-one via oxidative aromatization in the presence of VO(OEt)Cl2 and cyclohexanol.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

64.9 °F - closed cup

flash_point_c

18.3 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Aqueous organic chemistry. 3. Aquathermolysis: reactivity of ethers and esters.
Siskin M, et al.
Energy and Fuels, 4(5), 488-492 (1990)
VO (OR) Cl2-induced oxidative aromatization of α,β-unsaturated cyclohexenones.
Hirao T, et al.
The Journal of Organic Chemistry, 55(1), 358-360 (1990)
Comparative study of phenol alkylation mechanisms using homogeneous and silica-supported boron trifluoride catalysts.
Wilson K, et al.
J. Mol. Catal. A: Chem., 159(2), 309-314 (2000)

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