Perfluoro(methylcyclohexane)

Base Information

• Chemical Name: Perfluoro(methylcyclohexane)
• CAS No.: 355-02-2
• Molecular Formula: C7F14
• Molecular Weight: 350.055
• Hs Code.: 29038900
• European Community (EC) Number: 206-573-5
• NSC Number: 4779
• UNII: VJ9772YW63
• DSSTox Substance ID: DTXSID5059874
• Nikkaji Number: J48.551I
• Wikipedia: Perfluoromethylcyclohexane
• Wikidata: Q17074544
• Mol file: 355-02-2.mol

Synonyms:perfluoro(methylcyclohexane);perfluoromethylcyclohexane

Chemical Property of Perfluoro(methylcyclohexane)

Chemical Property:

• Appearance/Colour: Melting point: -37 C
• Vapor Pressure: 112mmHg at 25°C
• Melting Point: -37 °C
• Refractive Index: n17/D 1.285(lit.)
• Boiling Point: 76 °C(lit.)
• Flash Point: 4.2°C
• PSA: 0.00000
• Density: 1.74g/cm³
• LogP: 4.44710
• Storage Temp.: Refrigerator
• Solubility.: Miscible with acetone and benzene.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 0
• Exact Mass: 349.9776443
• Heavy Atom Count: 21
• Complexity: 411

Purity/Quality:

99%, ^*data from raw suppliers

Perfluoro(methylcyclohexane) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Cyclic Hydrocarbons
• Canonical SMILES: C1(C(C(C(C(C1(F)F)(F)F)(F)F)(F)F)(F)F)(C(F)(F)F)F
• Uses: Perfluoro(methylcyclohexane) is used as a solvent to determine fluorophilicity of hydrocarbon and fluorocarbon-functionalized nicotinic acid esters. It combines with chloroform and acts as an ingredient for "fluorous" biphase reactions. Furthermore, it finds application as a heat transfer agent, a dielectric fluid and a perfluorocarbon tracer. It acts as a good solvent for gases.

Technology Process of Perfluoro(methylcyclohexane)

There total 57 articles about Perfluoro(methylcyclohexane) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.5%

4-methyl-benzoyl chloride (874-60-2) → tetradecafluorohexane (355-42-0) + perfluoro(methylcyclohexane) (355-02-2) + perfluoro-1,4-dimethylcyclohexane (374-77-6) + C8F14O (37678-17-4) + C8F16O (1265131-67-6) + 1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexanecarbonyl fluoride (6588-63-2) + 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl fluoride (375-84-8)

Guidance literature:

With dimethylsulfide; hydrogen fluoride; nickel; Electrolysis;

DOI:10.1016/j.jfluchem.2009.04.010

Reference yield: 16.0%

1,2,3,3,4,4,5,5,6,6-decafluoro-1-methoxymethylcyclohexane → perfluoro(methylcyclohexane) (355-02-2) + perfluoromethoxy methylcyclohexane

Guidance literature:

With calcium fluoride; cobalt (III) fluoride; at 440 ℃; in nickel tube;

DOI:10.1016/S0022-1139(00)82331-3

Reference yield:

methyl cyclohexylacetate (14352-61-5) → perfluoro(7-oxabicyclo<4.3.0>nonane) (55751-36-5) + perfluoro(2-methylcyclopentane) (1805-22-7) + perfluoro(methylcyclohexane) (355-02-2) + perfluoro(cyclohexylacetyl fluoride) (74317-65-0)

Guidance literature:

With hydrogen fluoride; at 5 - 6 ℃; for 7h; Further byproducts given. Yields of byproduct given; electrochemical fluorination; anodic current density 3.5 A/dm², 5.2 - 8.1 V;

DOI:10.1016/S0022-1139(00)84975-1

upstream raw materials:

para-chlorotoluene

α,α,α-trifluorotoluene

4-chlorobenzotrifluoride

toluene

Downstream raw materials:

perfluorotoluene

1-trifluoro-methylnonafluorocyclohex-1-ene

nitrobenzene

1,1,2,2,3,3,4,4,5,5,6-Undecafluoro-6-trifluoromethyl-cyclohexane

Refernces

TRIMETHYLENEMETHANE; ACTIVATION ENERGY FOR RING-CLOSURE OF THE DIRADICAL

10.1016/0040-4020(82)80160-9

The research focused on determining the activation energy for the ring-closure reaction of ground state triplet trimethylenemethane (I) to methylenecyclopropane. The purpose was to measure this energy by monitoring the rate of disappearance of the electron spin resonance spectrum over a specific temperature range in frozen solid matrices, using 3-methylenecyclobutanone and methylenecyclopropane as precursors to trimethylenemethane. The study concluded that the activation energy for the ring-closure was significantly lower than the theoretical estimates, with a value of 7 kcal/mole, contrasting with the approximate 20 kcal/mole barrier suggested by theoretical models. The chemicals used in the process included 3-methylenecyclobutanone, methylenecyclopropane, isobutylene, and various solvents such as methylcyclohexane, perfluoromethylcyclohexane, decalin, and tetrahydrofuran for the matrix solutions. The research also involved the synthesis and use of fully deuterated methylenecyclopropane-da to investigate the possibility of a tunneling mechanism in the ring-closure reaction.

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