68223-64-3

Basic information

• Product Name: 4-FLUOROCYCLOHEXANONE
• Synonyms: 4-FLUOROCYCLOHEXANONE;4-fluorocyclohexan-1-one;Cyclohexanone, 4-fluoro-
• CAS NO: 68223-64-3
• Molecular Formula: C₆H₉FO
• Molecular Weight: 116.14
• Mol File: 68223-64-3.mol

Chemical Properties

• Boiling Point: 164.4±33.0℃ (760 Torr)
• Flash Point: 54.2±15.6℃
• Appearance: /
• Density: 1.03±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.972mmHg at 25°C
• Refractive Index: 1.414
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-FLUOROCYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROCYCLOHEXANONE(68223-64-3)
• EPA Substance Registry System: 4-FLUOROCYCLOHEXANONE(68223-64-3)

Safety Data

• Hazardous Substances Data: 68223-64-3(Hazardous Substances Data)

Usage

Uses

4-Fluorocyclohexanone is a reactant in the synthetic preparation of rapamycin.

InChI:InChI=1/C6H9FO/c7-5-1-3-6(8)4-2-5/h5H,1-4H2

Upstream product

• 13482-22-9 4-hydroxycyclohexanone 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 142273-44-7 8-fluoro-1,4-dioxaspiro[4.5]dec-7-ene 
• 556-48-9 1,4-Cyclohexanediol 
• 2976-80-9 4-(benzyloxy)cyclohexan-1-ol 
• 74058-19-8 4-fluorocyclohexan-1-ol 

Downstream Products

• 917771-51-8 N-cyclopropyl-4-fluorocyclohexanamine hydrochloride 
• 917865-88-4 C₉H₁₆FN 

Relevant articles and documents

Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor

Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C–F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols.

Method for synthesizing 4-fluorocyclohexanone

The invention discloses a method for synthesizing 4-fluorocyclohexanone. The method comprises steps as follows: under the alkaline condition, 1,4-cyclohexanedione monoethylene ketal and a fluorinatingagent are subjected to highly selective reaction, and 8-fluoro-1,4-dioxaspiro[4.5]deca-7-ene is produced; 8-fluoro-1,4-dioxaspiro[4.5]decane is prepared from 8-fluoro-1,4-dioxaspiro[4.5]deca-7-ene and hydrogen under the action of a palladium-carbon catalyst; 8-fluoro-1,4-dioxaspiro[4.5]decane is subjected to deprotection with added acid, and 4-fluorocyclohexanone is obtained. According to the method, 1,4-cyclohexanedione monoethylene ketal which is widely sourced and low in cost is taken as a reaction raw material, a high-purity intermediate can be obtained maximumly in each reaction, so thatthe total yield of the whole reaction is high, purity of a final product is up to 98%, the economic benefit is quite remarkable, less environmental pollution is produced, and the method is particularly suitable for large-scale industrial application and popularization.

NEW BICYCLIC THIOPHENYLAMIDE COMPOUNDS

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, A, E and n are as described herein, compositions including the compounds and use thereof as fatty-acid binding protein (FABP) 4/5 inhibitors in the treatment of e.g. type 2 diabetes, atherosclerosis or cancer.

Generating rapamycin analogues by directed biosynthesis: Starter acid substrate specificity of mono-substituted cyclohexane carboxylic acids

We report a convenient synthesis of 4-fluorocyclohexanoic acid, and an insight into the rules governing acceptance of starter acid analogues in the precursor-directed biosynthesis of rapamycin. The Royal Society of Chemistry 2006.

Benzamide derivatives and uses related thereto

Benzamide derivatives of formulae I and II, and pharmaceutically acceptable salts, solvates, stereoisomers, and prodrugs thereof, and pharmaceutical compositions comprising the same, are described and have therapeutic utility, particularly in the treatment of diabetes, obesity, and related conditions and disorders: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 are defined as provided herein.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added.