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122665-97-8

Basic Information
CAS No.: 122665-97-8
Name: 4,4-Difluorocyclohexanecarboxylic acid
Article Data: 14
Molecular Structure:
Molecular Structure of 122665-97-8 (4,4-Difluorocyclohexanecarboxylic acid)
Formula: C7H10F2O2
Molecular Weight: 164.152
Synonyms: 4,4-Difluorocyclohexanoic acid;
EINECS: 602-802-1
Density: 1.24 g/cm3
Melting Point: 103-107 °C
Boiling Point: 241.1 °C at 760 mmHg
Flash Point: 99.6 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
PSA: 37.30000
LogP: 1.89650
Synthetic route
178312-47-5

ethyl 4,4-difluorocyclohexane-1-carboxylate

122665-97-8

4,4-difluorocyclohexanecarboxylic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran at 20℃;97%
With ethanol; sodium hydroxide at 0 - 20℃; for 18h;94%
With sodium hydroxide In ethanol at 0 - 20℃; for 18h;94%
17159-79-4

ethyl 4-oxocyclohexane-1-carboxylate

122665-97-8

4,4-difluorocyclohexanecarboxylic acid

Conditions
ConditionsYield
With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride; pyridine hydrogenfluoride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;27%
Multi-step reaction with 2 steps
1: diethylaminosulfur trifluoride / CH2Cl2 / 0 °C
2: 65 percent / NaOH / tetrahydrofuran; H2O
View Scheme
Multi-step reaction with 2 steps
1.1: diethylaminosulfur trifluoride / CH2Cl2 / 0 °C
1.2: OSO4; NMO / acetone; H2O
2.1: 65 percent / NaOH / tetrahydrofuran; H2O
View Scheme

C7H10F2O2*H3N

122665-97-8

4,4-difluorocyclohexanecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; water pH=< 1;
17159-79-4

ethyl 4-oxocyclohexane-1-carboxylate

A

122665-97-8

4,4-difluorocyclohexanecarboxylic acid

B

350-44-7

4-fluorocyclohex-3-ene-1-carboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl 4-oxocyclohexane-1-carboxylate With diethylamino-sulfur trifluoride at -10 - 20℃; for 24h; Inert atmosphere; Large scale;
Stage #2: With sodium hydroxide In tetrahydrofuran; ethanol at 0 - 60℃; pH=11; Large scale;
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

376348-75-3

4,4-difluorocyclohexane-1-carbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene at 92℃; for 2.5h; Inert atmosphere; Large scale;100%
With thionyl chloride In toluene Reflux;100%
With thionyl chloride at 85℃; for 3h;98%
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

178312-48-6

(4,4-difluorocyclohexyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 1h;98%
Multi-step reaction with 2 steps
1: sulfuric acid / 16 h / 0 - 70 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
View Scheme
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

1262786-65-1

4-{3-[2-methyl-5-(1-methylethyl)-1H-imidazol-1-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenyl-1-butanamine

76-05-1

trifluoroacetic acid

4,4-difluoro-N-(4-{(1R,5S)-3-[3-methyl-5-(1-methylethyl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenylbutyl)cyclohexanecarboxamide trifluoroacetate

Conditions
ConditionsYield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-{3-[2-methyl-5-(1-methylethyl)-1H-imidazol-1-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenyl-1-butanamine In dichloromethane at 20℃; for 18h; Inert atmosphere;
Stage #3: trifluoroacetic acid In water; acetonitrile
96%
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

910297-51-7

N-(2-chloro-6-methylphenyl)-2-((2-methyl-6-(piperazin-1-yl)pyrimidin 4-yl)amino)thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-[[6-[4-(4,4-difluorocyclohexanecarbonyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide; ethyl cyanoglyoxylate-2-oxime In tetrahydrofuran at 63 - 65℃; for 4h;96%
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

1117-97-1

N,0-dimethylhydroxylamine

917383-03-0

4,4-difluoro-N-methoxy-N-methylcyclohexane-1-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 16℃; for 16h; Concentration;95.09%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 16℃; for 16h;1.2 g
122665-97-8

4,4-difluorocyclohexanecarboxylic acid

C23H31N5O

4,4-difluoro-cyclohexanecarboxylic acid {3-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-1-phenyl-butyl}-amide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;95%
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    Product Name: 4,4-Difluorocyclohexanecarboxylic acid Synonyms: 4,4-DIFLUOROCYCLOHEXANECARBOXYLIC ACID;Cyclohexanecarboxylic acid, 4,4-difluoro-;4,4-DIFLUOROCYCLOHEXYLCARBOXYLIC ACID;Maraviroc Intermediate 1;4,4-diflurocyclohexane carboxylic aci

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Specification

The 4,4-Difluorocyclohexanecarboxylic acid, with the CAS registry number 122665-97-8,is also known as 4, 4 -Difluoro-cyclohexane carboxylic acid. It belongs to the product categories of Intermediates & Fine Chemicals;Pharmaceuticals. This chemical's molecular formula is C7H10F2O2 and molecular weight is 164.15. What's more,Its systematic name is 4,4-Difluorocyclohexanecarboxylic acid.It is a White Solid which is a di-substituted cyclohexane carboxylic acids used in the synthesis of macrolide antibiotics.It is irritating to eyes, respiratory system and skin.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Physical properties about 4,4-Difluorocyclohexanecarboxylic acid are:
(1)ACD/LogP:  0.859; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -0.59; (4)ACD/LogD (pH 7.4):  -2.34; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  2.48; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  2; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.432; (13)Molar Refractivity:  34.285 cm3; (14)Molar Volume:  132.05 cm3; (15)Surface Tension:  32.576000213623 dyne/cm; (16)Density:  1.243 g/cm3; (17)Flash Point:  99.639 °C; (18)Enthalpy of Vaporization:  52.653 kJ/mol; (19)Boiling Point:  241.141 °C at 760 mmHg; (20)Vapour Pressure:  0.0120000001043081 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:FC1(F)CCC(C(=O)O)CC1;
(2)Std. InChI:InChI=1S/C7H10F2O2/c8-7(9)3-1-5(2-4-7)6(10)11/h5H,1-4H2,(H,10,11);
(3)Std. InChIKey:HYIUDFLDFSIXTR-UHFFFAOYSA-N.