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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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Miharu Koshino et al.
Ultrasonics sonochemistry, 54, 250-255 (2019-02-05)
We have developed a new emulsion template method for the synthesis of poly(methylmethacrylate) (PMMA) hollow nanoparticles with different sizes. This synthetic method involves sequential ultrasonic irradiation (20 kHz → 500 kHz → 1.6 MHz → 2.4 MHz → 5.0 MHz) for acoustic emulsification of a water-insoluble fluorous solvent such as perfluoromethylcyclohexane (PFMCH) in
S S Yang et al.
Biology of the neonate, 87(1), 60-65 (2004-10-07)
To test the hypothesis that intrapulmonary perfluorochemical (PFC) liquid may induce hypothermia, and to compare the effects of internal (IC), external (EC), and combined cooling techniques (EC + IC), 14 juvenile rabbits were randomized to EC by a cold blanket
John T Gerig
Journal of the American Chemical Society, 127(25), 9277-9284 (2005-06-23)
Mixtures of chloroform and perfluoro(methylcyclohexane) can be used as solvents for "fluorous" biphase reactions since they exist as two separate phases at low temperature but become a single phase at higher temperatures. Intermolecular nuclear Overhauser effects have been used to
Kyle J Alvine et al.
Physical review letters, 97(17), 175503-175503 (2006-12-13)
The filling behavior of a room temperature solvent, perfluoromethylcyclohexane, in approximately 20 nm nanoporous alumina membranes was investigated in situ with small angle x-ray scattering. Adsorption in the pores was controlled reversibly by varying the chemical potential between the sample
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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