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Merck

302937

Perfluoro(methylcyclohexane)

technical grade, 90%

Synonym(s):

(Trifluoromethyl)undecafluorocyclohexane, Perfluoromethylcyclohexane

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About This Item

Linear Formula:
C6F11CF3
CAS Number:
Molecular Weight:
350.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-573-5
Beilstein/REAXYS Number:
1915981
MDL number:
Assay:
90%
Form:
liquid
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InChI key

QIROQPWSJUXOJC-UHFFFAOYSA-N

InChI

1S/C7F14/c8-1(7(19,20)21)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12

SMILES string

FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F

grade

technical grade

assay

90%

form

liquid

refractive index

n17/D 1.285 (lit.)

bp

76 °C (lit.)

density

1.787 g/mL at 25 °C (lit.)

functional group

fluoro

Quality Level

General description

Mixtures of chloroform and perfluoro(methylcyclohexane) can be used as solvents for "fluorous" biphase reactions. Gas-phase structure of perfluoro(methylcyclohexane) was investigated.

Application

Perfluoro(methylcyclohexane) can be used as:
  • A reactant to synthesize perfluoro-2-methylcyclohex-1-enolate by photochemical reaction with tetrabutylammonium iodide in water.
  • A fluorous solvent to synthesize polynorbornene via ring-opening metathesis polymerization (ROMP) of norbornene using fluorous Grubbs′ second-generation catalyst.

It can also be used as a solvent to investigate fluorophilicity of a series of hydrocarbon and fluorocarbon-functionalized nicotinic acid esters.
Perfluoro(methylcyclohexane) was employed as solvent to investigate fluorophilicity of a series of hydrocarbon and fluorocarbon-functionalized nicotinic acid esters.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


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Stephanie S Adkins et al.
The journal of physical chemistry. B, 112(15), 4760-4769 (2008-03-28)
The technique of hydrophobic ion pairing was used to solubilize the lipase from Candida rugosa in a fluorinated solvent, perfluoromethylcyclohexane (PFMC), in complex with a perfluoropolyether (PFPE) surfactant, KDP 4606. The enzyme-surfactant complex was determined to have a hydrodynamic diameter
Development of Highly Active Ring Opening Metathesis Polymerization Catalyst Systems-A New Approach for Green Catalyst Design
Tuba R, et al.
Proceedings, 2011(1), EVO3-EVO3 (2011)
Mei-Jy Jeng et al.
Critical care medicine, 34(4), 1099-1105 (2006-02-18)
To investigate the therapeutic effects of bronchoalveolar lavage (BAL) with either diluted surfactant (SBAL) or perfluorochemical liquid (PBAL), followed by either conventional mechanical ventilation (CMV) or partial liquid ventilation (PLV), on lung injury and proinflammatory cytokine production induced by meconium
Functionalization of saturated fluorocarbons with and without light
Chen X and Lemal DM
Journal of Fluorine Chemistry, 127(9), 1158-1167 (2006)
Graeme R Kafka et al.
The journal of physical chemistry. A, 114(41), 11022-11026 (2010-09-30)
When refining structures using gas electron diffraction (GED) data, assumptions are often made in order to reduce the number of required geometrical parameters. Where these relate to light, peripheral atoms there is little effect on the refined heavy-atom structure, which

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