4,4-Difluorocyclohexanecarboxylic acid

Base Information

• Chemical Name: 4,4-Difluorocyclohexanecarboxylic acid
• CAS No.: 122665-97-8
• Molecular Formula: C7H10F2O2
• Molecular Weight: 164.152
• Hs Code.: 29161900
• DSSTox Substance ID: DTXSID00381285
• Nikkaji Number: J2.191.544K
• Wikidata: Q72462808
• Mol file: 122665-97-8.mol

Synonyms:4,4-Difluorocyclohexanecarboxylic acid;122665-97-8;4,4-difluorocyclohexane-1-carboxylic Acid;cyclohexanecarboxylic acid, 4,4-difluoro-;C7H10F2O2;4,4-difluorocyclohexanoic acid;MFCD03788493;4,4-Difluorocyclohexylcarboxylic acid;4,4-Difluorocyclohexanecarboxylicacid;SCHEMBL18199;DTXSID00381285;BCP21700;CS-D1695;AC-338;BBL100219;STL553792;AKOS005063373;PB26085;4,4-difluoro-cyclohexanecarboxylic acid;4,4-difluorocyclohexane carboxylic acid;4,4-difluoro-cyclohexane carboxylic acid;SY017995;4,4-Difluorocyclohexanecarboxylic acid, 97%;A2584;AM20070528;D4330;FT-0617049;EN300-69578;H-20299;J-004842;J-514001

Chemical Property of 4,4-Difluorocyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.0421mmHg at 25°C
• Melting Point: 103-107 °C
• Refractive Index: 1.443
• Boiling Point: 241.1 °C at 760 mmHg
• PKA: 4.06±0.10(Predicted)
• Flash Point: 99.6 °C
• PSA: 37.30000
• Density: 1.24 g/cm³
• LogP: 1.89650
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 164.06488588
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98%, ^*data from raw suppliers

4,4-Difluorocyclohexanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1C(=O)O)(F)F
• Uses: A di-substituted cyclohexane carboxylic acids used in the synthesis of macrolide antibiotics. 4,4-Difluorocyclohexanecarboxylic acid is a di-substituted cyclohexane carboxylic acids used in the synthesis of macrolide antibiotics.

Technology Process of 4,4-Difluorocyclohexanecarboxylic acid

There total 5 articles about 4,4-Difluorocyclohexanecarboxylic acid 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: 97.0%

ethyl 4,4-difluorocyclohexane-1-carboxylate (178312-47-5) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃;

Reference yield: 27.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8)

Guidance literature:

With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride; pyridine hydrogenfluoride; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.09.059

Reference yield:

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 4-fluorocyclohex-3-ene-1-carboxylic acid (350-44-7)

Guidance literature:

ethyl 4-oxocyclohexane-1-carboxylate; With diethylamino-sulfur trifluoride; at -10 - 20 ℃; for 24h; Inert atmosphere; Large scale;

With sodium hydroxide; In tetrahydrofuran; ethanol; at 0 - 60 ℃; pH=11; Large scale;

upstream raw materials:

ethyl 4,4-difluorocyclohexane-1-carboxylate

ethyl 4-oxocyclohexane-1-carboxylate

Downstream raw materials:

maraviroc

4,4-difluorocyclohexane-1-carbonyl chloride

4,4-difluorocyclohexanecarboxamide

C₁₈H₁₈F₃N₃O₂

Refernces

• 1、 Arnatt, Christopher K.,Falls, Bethany A.,Yuan, Yunyun,Raborg, Thomas J.,Masvekar, Ruturaj R.,El-Hage, Nazira,Selley, Dana E.,Nicola, Anthony V.,Knapp, Pamela E.,Hauser, Kurt F.,Zhang, Yan. "Exploration of bivalent ligands targeting putative mu opioid receptor and chemokine receptor CCR5 dimerization". . p. 5969 - 5987. Retrieved 2016.
• 2、 Li, Dongmei,Tan, Yu,Peng, Lei,Li, Shan,Zhang, Nan,Liu, Yidong,Yan, Hailong. "Asymmetric Mannich Reaction and Construction of Axially Chiral Sulfone-Containing Styrenes in One Pot from α-Amido Sulfones Based on the Waste-Reuse Strategy". supporting information. p. 4959 - 4963. Retrieved 2018/08/24.
• 3、 -. "A 4, 4 - difluoro-cyclohexyl preparation of formic acid method". Paragraph 0029; 0030; 0031; 0032; 0033; 0034-0037. . Retrieved 2017/08/25.