6302-04-1

Basic information

• Product Name: 1-CYCLOHEXYL-2,2,2-TRIFLUORO-ETHANONE
• Synonyms: 1-CYCLOHEXYL-2,2,2-TRIFLUORO-ETHANONE;Ethanone, 1-cyclohexyl-2,2,2-trifluoro- (9CI)
• CAS NO: 6302-04-1
• Molecular Formula: C₈H₁₁F₃O
• Molecular Weight: 180.17
• Product Categories: ACETYLHALIDE
• Mol File: 6302-04-1.mol

Chemical Properties

• Boiling Point: 123°C
• Appearance: /
• Density: 1.169±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-CYCLOHEXYL-2,2,2-TRIFLUORO-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYCLOHEXYL-2,2,2-TRIFLUORO-ETHANONE(6302-04-1)
• EPA Substance Registry System: 1-CYCLOHEXYL-2,2,2-TRIFLUORO-ETHANONE(6302-04-1)

Safety Data

• Hazardous Substances Data: 6302-04-1(Hazardous Substances Data)

Usage

Physical State

Colorless liquid

Odor

Pungent

Uses

a. Building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds
b. Solvent in various industrial processes due to its strong ability to dissolve other substances
c. Reagent in organic chemistry reactions

Potential Applications

a. Flavor and fragrance ingredient in the food and cosmetic industries

Chemical Properties

a. Unique chemical properties that make it useful as a reagent in organic chemistry reactions
b. Strong ability to dissolve other substances, making it a good solvent for various industrial processes

Safety Precautions

Not mentioned in the material provided, but it is important to follow proper safety protocols when handling any chemical compound.

Upstream product

• 76-05-1 trifluoroacetic acid 
• 931-50-0 cyclohexylmagnesium bromide 
• 108-85-0 1-bromocyclohexane 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 383-63-1 ethyl trifluoroacetate, 
• 931-51-1 cyclohexylmagnesiumchloride 
• 107018-38-2 1-cyclohexyl-2,2,2-trifluoroethanol 
• 62941-13-3 triphenyl-cyclohexyl-phosphonium cation 
• 407-25-0 trifluoroacetic anhydride 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 502607-34-3 2-cyclohexyl-3,3,3-trifluoro-2-hydroxypropanoic acid 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 104863-67-4 N-methoxy-N-methyltrifluoroacetamide 

Downstream Products

• 24277-52-9 ((Z)-2-Chloro-2-fluoro-1-trifluoromethyl-vinyl)-cyclohexane 
• 24164-52-1 ((E)-2-Chloro-2-fluoro-1-trifluoromethyl-vinyl)-cyclohexane 
• 144924-67-4 2-cyclohexyl-5-propyl-2-(trifluoromethyl)tetrahydrofuran 
• 144924-68-5 4-chloro-2-cyclohexyl-1,1,1-trifluoro-2-octanol 
• 144940-68-1 Z-2-cyclohexyl-1,1,1-trifluoro-4-octen-2-ol 
• 144940-68-1 E-2-cyclohexyl-1,1,1-trifluoro-4-octen-2-ol 
• 144764-90-9 2-(1-Cyclohexyl-2,2,2-trifluoro-ethylidene)-[1,3]dithiane 
• 144764-91-0 C₂₁H₂₁F₃S₂ 
• 78659-21-9 3,3,3-trifluoro-2-cyclohexyl propanal 
• 68128-21-2 (1R)-1-(cyclohexyl)-2,2,2-trifluoroethanol 
• 107018-38-2 1-cyclohexyl-2,2,2-trifluoroethanol 
• 134166-55-5 l-3-(1-cyclohexyl-1-hydroxy-2,2,2-trifluoroethyl)cyclohexene 
• 134166-55-5 u-3-(1-cyclohexyl-1-hydroxy-2,2,2-trifluoroethyl)cyclohexene 
• 86340-76-3 (1-Cyclohexyl-2,2-difluoro-vinyloxy)-trimethyl-silane 

Relevant articles and documents

(Z) -Trifluoromethyl-Trisubstituted Alkenes or Isoxazolines: Divergent Pathways from the Same Allene

Because of a charge-dipole interaction involving nonbonding electron pairs on fluorine, protonation of trifluoromethyl allenes leads to tri- or tetrasubstituted alkenes with high (Z)-selectivity. Treatment of the same allenes with catalytic Au(I) initiates a reaction cascade that produces isoxazolines in high yield.

Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %). Copyright

Catalytic aerobic oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones

The oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones is carried out under mild catalytic aerobic conditions using a cobalt(III) complex in the presence of pivalaldehyde.

New catalytic oxidation of trifluoromethyl carbinols by a ruthenium(II) complex

The first catalytic oxidation of trifluoromethyl carbinols has been accomplished by a novel ruthenium(II) complex using sodium periodate as an oxidant. Trifluoromethyl ketones were obtained under mild conditions and in excellent yields. (C) 2000 Elsevier Science Ltd.

Direct preparation of trifluoromethyl ketones from carboxylic esters: Trifluoromethylation with (trifluoromethyl)trimethylsilane

Previously difficult to prepare, alipathic and alicyclic trifluoromethylketones (e.g. 1 and 2), which are of pharmacologic interest as potential enzyme inhibitors, can now be synthesized easily and efficiently. The one-step reaction starting with carbonic esters and trimethyl(trifluoromethyl)silane is induced by tetrabutylammonium fluoride in nonpolar, aprotic solvents and proceeds without formation of double-addition products.

Process for preparing trifluoromethyl ketones

A process is described for preparing trifluoromethyl ketones of the formula I STR1 where R has the given meanings, wherein an alcohol of the formula II STR2 is reacted with a compound of the formula IV where n has the given meaning.

Chiral Synthesis Via Organoboranes. 38 Selective Reductions. 48. Asymmetric Reduction of Trifluoromethyl Ketones by B-Chlorodiisopinocampheylborane in High Enantiomeric Purity

(-)-B-Chlorodiisopinocampheylborane TM,1>, introduced by us several years ago, has been shown to reduce prochiral aryl and alkyl perfluorinated ketones to the corresponding optically active alcohols in very high ee.For example, 2,2,2-trifluoroacetophenone, trifluoroacetyl-1-naphthalene, and trifluoroacetyl-2-naphthalene are all reduced with 1 within 1-3 d at rt in 90percent ee, 78percent ee and 91percent ee, respectively.The optical purity of 1-phenyl-2,2,2-trifluoroethanol is upgraded to = 99percent ee by crystallizing the initially formed products from pentane. 1,1,2,2,2- pentafluoropropiophenone and 1,1,2,2,3,3,3-heptafluorobutyrophenone are reduced in 3 d with 1 to the corresponding alcohols in 92percent ee and 87 percent ee, respectively.The reagent reduces alkyl trifluoromethyl ketones at a rate faster than that of the aryl derivatives, while still providing the product alcohols in very high ee.Thus, 1,1,1-trifluoroacetone, 1,1,1-trifluorononan-2-one, and 1,1,1-trifluorodecan-2-one are all reduced within 4 - 8 h in 89percent ee, 92percent ee, and 91percent ee, respectively.Even α-sec-alkyl trifluoromethyl ketones are handled by 1 very efficiently.Thus cyclohexyl trifluoromethyl ketone is reduced by 1 at rt in 12 h to the product alcohol in 87percent ee.In all of these cases the trifluoromethyl group acts as the enantiocontrolling larger group as compared to the aryl or alkyl group.This produces alcohol products with stereochemistry opposite to those obtained for the corresponding hydrogen analogs.The steric and electronic influence of the trifluoromethyl group in achieving enantiocontrol in assymmetric reductions is discussed.Keywords: asymmetric reduction; trifluoromethyl ketones; DIP-Chloride; high enantiomeric purity

The Wittig Reaction of Perfluoro Acid Derivatives: Access to Fluorinated Enol Ethers, Enamines, and Ketones

The preparation of novel perfluoroalkyl-substituted compounds in good yields is described.This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives.The influence of the structure of the starting alkylidenetr

Reactions of trifluoromethyl ketones. VIII. Investigation of steric effects of a trifluoromethyl group through ene reaction of trifluoromethyl ketones

In the course of our study on the ene reaction of trifluoromethyl ketones, a trifluoromethyl group has been observed to behave as a larger substituent than commonly believed in the biomedicinal field. To estimate the steric eflect of a trifluoromethyl gro

A novel access to 4-fluoropyrimidines from α-chloro-α'-trifluoromethylketones

When treated with formamidine acetate and KOH, α-chloro-α'-trifluoromethyl ketones afford, though in moderate yield, 4-fluoropyrimidine derivatives.