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Sigma-Aldrich

Perfluoro(methylcyclohexane)

technical grade, 90%

Synonym(s):

(Trifluoromethyl)undecafluorocyclohexane, Perfluoromethylcyclohexane

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About This Item

Linear Formula:
C6F11CF3
CAS Number:
355-02-2
Molecular Weight:
350.05
Beilstein:
1915981
EC Number:
206-573-5
MDL number:
MFCD00001468
UNSPSC Code:
12352100
PubChem Substance ID:
24858283
NACRES:
NA.22

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.)

SMILES string

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

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

InChI key

QIROQPWSJUXOJC-UHFFFAOYSA-N

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Functionalization of saturated fluorocarbons with and without light
Chen X and Lemal DM
Journal of Fluorine Chemistry, 127(9), 1158-1167 (2006)
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)
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
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
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