585-36-4

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)CYCLOHEXANONE
• Synonyms: 3-(TRIFLUOROMETHYL)CYCLOHEXANONE;3-(Trifluoromethyl)cyclohexanone, tech.;3-(Trifluoromethyl)cyclohexan-1-one;1-Oxo-3-(trifluoromethyl)cyclohexane
• CAS NO: 585-36-4
• Molecular Formula: C₇H₉F₃O
• Molecular Weight: 166.14
• Mol File: 585-36-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 61-62°C 20mm
• Flash Point: 78℃
• Appearance: /
• Density: 1.212 g/mL at 25 °C
• Vapor Pressure: 2.92mmHg at 25°C
• Refractive Index: n20/D1.400
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)CYCLOHEXANONE(585-36-4)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)CYCLOHEXANONE(585-36-4)

Safety Data

• Hazard Codes: Xi
• Statements: 10-20/21/22-43-36/37/38
• Safety Statements: 16-23-24/25-36/37/39-36/37-26
• RIDADR: 1993
• WGK Germany: 3
• HazardClass: IRRITANT, FLAMMABLE
• Hazardous Substances Data: 585-36-4(Hazardous Substances Data)

Usage

General Description

3-(Trifluoromethyl)cyclohexanone is a chemical compound with the molecular formula C7H9F3O. It is a cyclohexanone derivative that contains a trifluoromethyl group, which is a highly electronegative moiety that can influence the reactivity and properties of the molecule. 3-(TRIFLUOROMETHYL)CYCLOHEXANONE is used as a building block in the synthesis of various organic compounds and pharmaceuticals. It is also used as a solvent and an intermediate in the production of agrochemicals and other fine chemicals. The trifluoromethyl group in 3-(trifluoromethyl)cyclohexanone can act as a directing group in organic reactions, making it a valuable tool in synthetic chemistry. However, this compound should be handled with care due to its potential health and environmental hazards.

InChI:InChI=1/C7H9F3O/c8-7(9,10)5-2-1-3-6(11)4-5/h5H,1-4H2

Upstream product

• 454-63-7 3-(trifluoromethyl)cyclohexan-1-ol 
• 930-68-7 cyclohexenone 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1680206-12-5 Grushin’s reagent 
• 108-94-1 cyclohexanone 
• 401-75-2 trifluoromethylcyclohexane 
• 64-19-7 acetic acid 
• 677-21-4 1,1,1-trifluoropropylene 
• 38053-91-7 2-trimethylsilyloxy-1,3-butadiene 
• 98-17-9 3-Trifluoromethylphenol 

Downstream Products

• 951627-66-0 N-benzyl-3-(trifluoromethyl)cyclohexanaminium chloride 
• 1204772-01-9 2-(3-phenyl-6-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)thiazole-4-carboxylic acid 
• 7639-70-5 bis(3-(trifluoromethyl)phenyl)amine 
• 454-63-7 cis (e,e)-3-trifluoromethylcyclohexanol 
• 917911-16-1 C₉H₁₁F₃O₃ 
• 21680-52-4 3-Trifluormethyl-1-carboxy-cyclohexan-1-essigsaeure 

Relevant articles and documents

Csp3-H Trifluoromethylation of Unactivated Aliphatic Systems

A straightforward method for the undirected trifluoromethylation of unactivated methylene units was developed. The reaction proceeds in aqueous acetonitrile with Grushin's reagent, bpyCu(CF3)3, under broad-spectrum white-light irradiation. The trifluoromethylation tolerates a wide range of functional groups including ketones, esters, nitriles, amides, alcohols, and carboxylic acids. The C-H cleavage step is performed via intermolecular H atom abstraction, and the selectivities across a range of methylene units are reported. Mechanistic studies offer a general reaction coordinate for the overall transformation.

Niacin receptor agonists, compositions containing such compounds and methods of treatment

The present invention encompasses compounds of Formula I: as well as pharmaceutically acceptable salts and hydrates thereof, that are useful for treating atherosclerosis, dyslipidemias and the like. Pharmaceutical compositions and methods of use are also included.

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.