1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride

Base Information

• Chemical Name: 1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride
• CAS No.: 140451-78-1
• Molecular Formula: C8H10 F4 O
• Molecular Weight: 198.1580128
• DSSTox Substance ID: DTXSID50577651
• Nikkaji Number: J1.298.202J
• Wikidata: Q82467721
• Mol file: 140451-78-1.mol

Synonyms:140451-78-1;1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride;Cyclohexanecarbonyl fluoride, 1-(trifluoromethyl)- (9CI);SCHEMBL9694952;DTXSID50577651;Cyclohexanecarbonyl fluoride,1-(trifluoromethyl)-(9ci)

Chemical Property of 1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride

Chemical Property:

• PSA: 17.07000
• LogP: 2.99530
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 198.06677759
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(C(=O)F)C(F)(F)F

Technology Process of 1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride

There total 3 articles about 1-(Trifluoromethyl)cyclohexane-1-carbonyl fluoride 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: 60.0%

cyclohexanedicarboxylic acid (1127-08-8) → 1-trifluoromethyl-1-fluoroformylcyclohexane (140451-78-1)

Guidance literature:

With sulfur tetrafluoride; at 100 ℃; for 4h;

DOI:10.1016/S0022-1139(00)81250-6

Reference yield:

1,5-dibromo-pentane (111-24-0) → 1-trifluoromethyl-1-fluoroformylcyclohexane (140451-78-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / EtONa / ethanol

2: NaOH; H₂O / 48 h / 20 °C

3: 56 percent / SF₄ / 3 h / 30 °C

With sodium hydroxide; sulfur tetrafluoride; water; sodium ethanolate; In ethanol; 1: Alkylation / 2: Hydrolysis / 3: Fluorination;

DOI:10.1016/S0022-1139(99)00233-X

Reference yield:

diethyl cyclohexane-1,1-dicarboxylate (1139-13-5) → 1-trifluoromethyl-1-fluoroformylcyclohexane (140451-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; H₂O / 48 h / 20 °C

2: 56 percent / SF₄ / 3 h / 30 °C

With sodium hydroxide; sulfur tetrafluoride; water; 1: Hydrolysis / 2: Fluorination;

DOI:10.1016/S0022-1139(99)00233-X

upstream raw materials:

cyclohexanedicarboxylic acid

1,5-dibromo-pentane

diethyl cyclohexane-1,1-dicarboxylate

Downstream raw materials:

1-Formyl-1-(trifluoromethyl)cyclohexane

1-Iodomethyl-1-(trifluoromethyl)cyclohexane

1-(Trifluoromethyl)-1-cyclohexanecarboxylic acid