4-(Trifluoromethyl)cyclohexanol

Base Information

• Chemical Name: 4-(Trifluoromethyl)cyclohexanol
• CAS No.: 30129-18-1
• Molecular Formula: C₇H₁₁F₃O
• Molecular Weight: 168.159
• Hs Code.: 2906199090
• European Community (EC) Number: 671-735-8
• DSSTox Substance ID: DTXSID30952548
• Mol file: 30129-18-1.mol

Synonyms:4-(trifluoromethyl)cyclohexanol;30129-18-1;TRANS-4-(TRIFLUOROMETHYL)CYCLOHEXANOL;75091-93-9;4-(trifluoromethyl)cyclohexan-1-ol;75091-92-8;CIS-4-(TRIFLUOROMETHYL)CYCLOHEXANOL;4-(Trifluoromethyl)cyclohexanol, cis/trans;Cyclohexanol, 4-(trifluoromethyl)-;MFCD00102144;4-Trifluoromethylcyclohexanol;(1S,4S)-4-(TRIFLUOROMETHYL)CYCLOHEXAN-1-OL;(1r,4r)-4-(trifluoromethyl)cyclohexanol;Cyclohexanol, 4-(trifluoromethyl)-, cis-;C7H11F3O;Cyclohexanol, 4-(trifluoromethyl)-, trans-;4-Trifluoromethyl-cyclohexanol;4-trifluoromethyl cyclohexanol;SCHEMBL602272;AMY869;SCHEMBL9153716;SCHEMBL15599980;4-(trifluoromethyl) cyclohexanol;DTXSID30952548;VJUJYNJEPPWWHS-OLQVQODUSA-N;VKFCVCQRVILEPI-OLQVQODUSA-N;VKFCVCQRVILEPI-UHFFFAOYSA-N;trans-4-Trifluoromethylcyclohexanol;4-(trifluoromethyl)-1-cyclohexanol;BCP08208;EX-A3313;BBL100920;MFCD12964322;STL554714;ZB1704;AKOS005256067;AKOS024259220;AKOS028109106;AT10676;CS-W005856;CS-W019212;DS-9428;SB84169;SDCCGMLS-0065881.P001;(1s,4s)-4-(Trifluoromethyl)cyclohexanol;SY006598;TS-02274;4-(Trifluoromethyl)cyclohexanol, AldrichCPR;FT-0616927;FT-0688894;FT-0698930;T2706;4-(Trifluoromethyl)cyclohexanol (cis/trans);4-TRIFLUOROMETHYL-1-HYDROXYCYCLOHEXANE;EN300-64835;F11023;EN300-2501964;A820218;A852476;A915193;J-513920;Z1618109080

Chemical Property of 4-(Trifluoromethyl)cyclohexanol

Chemical Property:

• Refractive Index: 1.4070 to 1.4110
• Boiling Point: 160.366 °C at 760 mmHg
• PKA: 14.88±0.40(Predicted)
• Flash Point: 69.158 °C
• PSA: 20.23000
• Density: 1.232 g/cm³
• LogP: 2.09980
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Sparingly soluble in water.(0.26 g/L) (25°C),
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 168.07619946
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Trifluoromethyl)cyclohexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1C(F)(F)F)O
• Uses: It is used as pharmaceutical intermediate. Benzoylthiophenes are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor.

Technology Process of 4-(Trifluoromethyl)cyclohexanol

There total 6 articles about 4-(Trifluoromethyl)cyclohexanol 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: 87.0%

4-hydroxybenzotrifluoride (402-45-9) → 4-(trifluoromethyl)cyclohexan-1-ol (75091-92-8,75091-93-9,30129-18-1)

Guidance literature:

With hydrogen; acetic acid; platinum(IV) oxide; for 16h; under 2585.81 Torr;

Reference yield: 28.0%

4-(trifluoromethyl)cyclohexan-1-one (75091-99-5) → 4-(trifluoromethyl)cyclohexan-1-ol (75091-92-8,75091-93-9,30129-18-1)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 ℃; for 0.5h; Inert atmosphere;

Reference yield:

trifluoromethylcyclohexane (401-75-2) → 3-(trifluoromethyl)cyclohexan-1-ol (454-63-7) + 4-(trifluoromethyl)cyclohexan-1-ol (75091-92-8,75091-93-9,30129-18-1) + 3-(trifluoromethyl)cyclohexanone (585-36-4) + 4-(trifluoromethyl)cyclohexan-1-one (75091-99-5)

Guidance literature:

With 2-Picolinic acid; tert.-butylhydroperoxide; ferric nitrate; In pyridine; acetic acid; at 25 ℃; for 16h; Further Variations:; Reagents; Product distribution;

DOI:10.1016/S0040-4020(02)00255-7

upstream raw materials:

4-hydroxybenzotrifluoride

Trifluoro-acetic acid 4-trifluoromethyl-cyclohexyl ester

trifluoromethylcyclohexane

4-(trifluoromethyl)cyclohexan-1-one

Downstream raw materials:

tert-butyl 2,2-dimethyl-5-(5-(trifluoromethyl)-6-(4-(trifluoromethyl)cyclohexyloxy)naphthalen-2-yl)-1,3-dioxan-5-ylcarbamate

2-bromo-7-((cis-4-(trifluoromethyl)cyclohexyl)oxy)naphthalene

trans-4-(trifluoromethyl)cyclohexyl methanesulfonate

5-(trifluoromethyl)-6-((cis-4-(trifluoromethyl)cyclohexyl)oxy)-2-naphthoic acid

Refernces

• 1、 Zhang, Xue,Ling, Liang,Luo, Meiming,Zeng, Xiaoming. "Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization". supporting information. p. 16785 - 16789. Retrieved 2019/11/11.
• 2、 -. "1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS". Paragraph 0837; 0838; 0839. . Retrieved 2016/09/22.