75091-92-8

Basic information

• Product Name: cis-4-(Trifluoromethyl)cyclohexanol
• Synonyms: cis-4-(Trifluoromethyl)cyclohexanol;Cyclohexanol, 4-(trifluoroMethyl)-, cis-;cis-4-(Trifluoromethyl)cyclohexan-1-ol
• CAS NO: 75091-92-8
• Molecular Formula: C₇H₁₁F₃O
• Molecular Weight: 168.1568496
• Mol File: 75091-92-8.mol

Chemical Properties

• Boiling Point: 160.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.231±0.06 g/cm3(Predicted)
• PKA: 14.88±0.40(Predicted)
• CAS DataBase Reference: cis-4-(Trifluoromethyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: cis-4-(Trifluoromethyl)cyclohexanol(75091-92-8)
• EPA Substance Registry System: cis-4-(Trifluoromethyl)cyclohexanol(75091-92-8)

Safety Data

• Hazardous Substances Data: 75091-92-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
cis-4-(Trifluoromethyl)cyclohexanol is used as a building block in the preparation of various pharmaceuticals, agrochemicals, and fine chemicals. Its unique structure allows for versatile chemical transformations, making it a valuable component in the synthesis of complex organic molecules.
Used in Chiral Synthesis:
cis-4-(Trifluoromethyl)cyclohexanol is used as a chiral building block in the synthesis of chiral ligands and catalysts. Its enantioselective properties enable the creation of optically active compounds, which are essential in various chemical and pharmaceutical applications.
Used in Agriculture:
cis-4-(Trifluoromethyl)cyclohexanol exhibits insecticidal and acaricidal activities, making it potentially useful in agricultural applications. Its ability to control pests and mites can contribute to increased crop yields and reduced reliance on chemical pesticides.
Used in Flavors and Fragrances Industry:
cis-4-(Trifluoromethyl)cyclohexanol is a valuable intermediate in the production of flavors and fragrances. Its unique chemical structure can impart distinct scents and tastes, making it an important component in the development of novel and innovative products in the fragrance and flavor industries.

Upstream product

• 402-45-9 4-hydroxybenzotrifluoride 
• 343217-50-5 Trifluoro-acetic acid 4-trifluoromethyl-cyclohexyl ester 
• 401-75-2 trifluoromethylcyclohexane 
• 75091-99-5 4-(trifluoromethyl)cyclohexan-1-one 

Downstream Products

• 30129-20-5 Trifluormethylcyclohexylbromid 
• 75091-99-5 4-(trifluoromethyl)cyclohexan-1-one 
• 75091-95-1 3,5-Dinitro-benzoic acid 4-trifluoromethyl-cyclohexyl ester 
• 75091-96-2 3,5-Dinitro-benzoic acid 4-trifluoromethyl-cyclohexyl ester 
• 30129-21-6 7,7,7-Trifluormenthan-8-ol 
• 1225357-08-3 2-bromo-6-(4-trifluoromethyl-cyclohexyloxy)-naphthalene 
• 1372626-69-1 C₁₄H₁₆F₃N₅O 
• 1372626-70-4 C₁₄H₁₆F₃N₅O 
• 1400916-98-4 C₁₅H₉F₆N₃O₃ 
• 1266117-58-1 methyl 1-((6-(4-(trifluoromethyl)cyclohexyloxy)naphthalen-2-yl)methyl)azetidine-3-carboxylate 
• 1266117-82-1 1-((6-(4-(trifluoromethyl)cyclohexyloxy)naphthalen-2-yl)methyl)azetidine-3-carboxylic acid 
• 1449736-86-0 8-nitro-4-(((1s,4s)-4-(trifluoromethyl)cyclohexyl)oxy)quinazoline 
• 1449736-87-1 8-nitro-4-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)quinazoline 
• 1544663-58-2 5-iodo-2-methyl-6-((cis-4-(trifluoromethyl)cyclohexyl)oxy)quinoline 

Relevant articles and documents

Method for synthesizing cis-trifluoromethylcyclohexane derivatives and heterocyclic compounds by hydrogenation

The invention discloses a method for synthesizing cis-trifluoromethylcyclohexane derivatives and heterocyclic compounds by hydrogenation. The method is characterized in that trifluoromethylaromatic hydrocarbons or trifluoromethyl heterocyclic compounds ar

Hydrogen-free ring hydrogenation of phenol to cyclohexanol over a rhodium-loaded titanium(IV) oxide photocatalyst

Since photocatalytic reactions are almost consistent with the concept of green chemistry, substance conversion using photocatalysts has recently attracted the attention of researchers in the fields of organic chemistry, physical chemistry and material chemistry. We investigated photoinduced ring hydrogenation of phenol over a metal-loaded titanium(IV) oxide (TiO2) photocatalyst without the use of H2 gas and we report here the effects of various parameters, including the type and amount of metal co-catalyst loaded on TiO2 and the kinds of solvents and hole scavengers, on the ring hydrogenation. We found that the combination of an Rh co-catalyst, water and oxalic acid resulted in the highest yield of cyclohexanol. Detailed analyses revealed that phenol was first hydrogenated to cyclohexanone via keto-enol tautomerism of cyclohexenol followed by hydrogenation of cyclohexanone to cyclohexanol and that adsorption of phenol onto Rh-TiO2 is a factor of great importance for the ring hydrogenation.

Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization

Reported here is a straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates the preferential addition of hydrogen to the substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction. This strategy enables the diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes and saturated heterocycles, and even allows formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicate that hydrogen preferentially attacks the substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as the reactive species, followed by either reversible or irreversible hydrogen addition to the nonsubstitution sites.

1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS

The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

MELANOCORTIN RECEPTOR AGONISTS

The present invention relates to a compound of the following formula 1, pharmaceutically acceptable salt and isomer thereof effective as agonist of melanocortin receptor, and an agonistic composition of melanocortin receptor comprising the same as active ingredient.

Trifluoromethylcyclohexane as a new solvent? Limits of use

Reactivity and stability of trifluoromethylcyclohexane (TFMC) has been investigated towards various reagents, in order to evaluate its possible use as solvent. TFMC is stable in most oxidizing conditions, indicating the protective effect of a fluoroalkyl substituent towards oxidation, and surprisingly, it is also very stable towards strong bases. TFMC has also been assessed as a chlorinated solvent substitute in some reactions. It is clearly adapted as a CCl4 substitute in allylic bromination reaction.

Trifluoromethyl derivatives of cyclohexanol and cyclohexanone and their reactions

The catalytic hydrogenation of mono- and bistrifluoromethylphenols was investigated, and the structure of the obtained trifluoromethylcyclohexanols was established.Methods were developed for the production of trifluoromethyl derivatives of caprolactam and adipic acid.