Cyclohexane, difluoromethylene

Base Information

• Chemical Name: Cyclohexane, difluoromethylene
• CAS No.: 696-32-2
• Molecular Formula: C7H10 F2
• Molecular Weight: 132.153
• Hs Code.: 2903890090
• DSSTox Substance ID: DTXSID10219868
• Nikkaji Number: J724.077E
• Wikidata: Q83096902
• Mol file: 696-32-2.mol

Synonyms:Cyclohexane, difluoromethylene;696-32-2;difluoromethylidenecyclohexane;Difluoromethylenecyclohexane;(difluoromethylene)cyclohexane;SCHEMBL1255385;7,7-Difluoromethylenecyclohexane;DTXSID10219868;AKOS015907386

Chemical Property of Cyclohexane, difluoromethylene

Chemical Property:

• Vapor Pressure: 30.7mmHg at 25°C
• Boiling Point: 108.1°C at 760 mmHg
• Flash Point: 11.4°C
• PSA: 0.00000
• Density: 1.046g/cm³
• LogP: 3.10110
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.07505664
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

(difluoromethylene)cyclohexane 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C(F)F)CC1

Technology Process of Cyclohexane, difluoromethylene

There total 9 articles about Cyclohexane, difluoromethylene 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: 88.0%

Chlorodifluoromethane (75-45-6) + cyclohexyl(triphenyl)phosphonium bromide (7333-51-9) → 1,1-difluoromethylenecyclohexane (696-32-2) + triphenylphosphine (603-35-0)

Guidance literature:

With methyllithium; Yield given. Multistep reaction; 1.) ether, ether 0 deg C, 1h RT, 2.) 4h RT;

DOI:10.1021/jo00155a001

Reference yield: 71.0%

dibromodifluoromethane (75-61-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1,1-difluoromethylenecyclohexane (696-32-2)

Guidance literature:

With Hexamethylphosphorous triamide; In various solvent(s); Ambient temperature;

DOI:10.1016/S0022-1139(00)81218-X

Reference yield: 33.0%

1-bromo-1-(difluoromethyl)cyclohexane → 1,1-difluoromethylenecyclohexane (696-32-2) + 1-(difluoromethyl)-1-cyclohexene (3492-27-1)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 160 ℃;

upstream raw materials:

Chlorodifluoromethane

cyclohexyl(triphenyl)phosphonium bromide

Dichlorodifluoromethane

cyclohexanone

Downstream raw materials:

C₁₃H₂₉F₂O₂PSi₂

fluoromethylenecyclohexane

(cyclohexyl-difluoro-methyl)-phosphinic acid

Refernces

• 1、 Hu, Chang-Ming,Qing, Feng-Ling,Shen, Cun-Xi. "Transformation of Carbonyl Compounds into gem-Difluoro Compounds with Dibromodifluoromethane/Zinc Reagent". . p. 335 - 338. Retrieved 2007/10/02.
• 2、 Burton, Donald J.. "PREPARATION AND SYNTHETIC UTILITY OF FLUORINATED PHOSPHONIUM SALTS, BISPHOSPHONIUM SALTS AND PHOSPHORANIUM SALTS". . p. 339 - 358. Retrieved 2007/10/02.