14472-80-1

Basic information

• Product Name: Cyclohexanone, 4-(4-chlorophenyl)-
• Synonyms: Cyclohexanone, 4-(4-chlorophenyl)-;4-(4-chlorophenyl)cyclohexanone;4-(p-Chlorophenyl)cyclohexanone
• CAS NO: 14472-80-1
• Molecular Formula: C₁₂H₁₃ClO
• Molecular Weight: 208.68
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 14472-80-1.mol

Chemical Properties

• Melting Point: 138-141 °C
• Boiling Point: 323.664 °C at 760 mmHg
• Flash Point: 171.767 °C
• Appearance: colorless liquid
• Density: 1.165g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform, Dichloromethane
• CAS DataBase Reference: Cyclohexanone, 4-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 4-(4-chlorophenyl)-(14472-80-1)
• EPA Substance Registry System: Cyclohexanone, 4-(4-chlorophenyl)-(14472-80-1)

Safety Data

• Hazardous Substances Data: 14472-80-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Cyclohexanone, 4-(4-chlorophenyl)is used as a key intermediate in the synthesis of various organic compounds. Its chemical structure allows for a wide range of reactions, making it a versatile building block in the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Cyclohexanone, 4-(4-chlorophenyl)is used as a starting material for the synthesis of various pharmaceutical compounds. Its unique structure can be modified to create new drugs with specific therapeutic properties, contributing to the development of novel treatments for various diseases.
Used in Chemical Industry:
Cyclohexanone, 4-(4-chlorophenyl)is also used in the chemical industry for the production of various chemicals and materials. Its versatility in organic synthesis makes it a valuable component in the creation of new chemical products, such as plastics, coatings, and adhesives.
Used in Research and Development:
In the field of research and development, Cyclohexanone, 4-(4-chlorophenyl)is utilized as a model compound for studying various chemical reactions and mechanisms. Its unique properties make it an ideal candidate for understanding the behavior of similar compounds and developing new synthetic strategies.

InChI:InChI=1/C12H13ClO/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-2,5-6,10H,3-4,7-8H2

Upstream product

• 101598-25-8 4-(4-chloro-phenyl)-heptanedioic acid diethyl ester 
• 126991-60-4 4-(4-chlorophenyl)cyclohex-3-enone monoehtylene ketal 
• 126991-59-1 8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 36716-75-3 4-(p-chlorophenyl)-3-cyclohexen-1-one 
• 106-39-8 bromochlorobenzene 
• 1409956-58-6 2-(4-(4-chlorophenyl)-1-hydroxycyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 155098-65-0 4-(4-oxocyclohexyl)phenyl trifluoromethanesulfonate 
• 930766-09-9 4-(4-chlorophenyl)cyclohexan-1-ol 
• 36716-71-9 4-(4-chlorophenyl)-4-hydroxycyclohexanone 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 25253-51-4 4-(4-chlorophenyl)cyclohexanone monoehtylene ketal 

Downstream Products

• 868142-04-5 8-(4-chloro-phenyl)-1,3-diaza-spiro[4.5]decane-2,4-dione 
• 887578-35-0 1-amino-4-(4-chloro-phenyl)-cyclohexanecarboxylic acid 
• 868142-29-4 8-(4-chloro-phenyl)-2,4-dioxo-1,3-diaza-spiro[4.5]decane-1,3-dicarboxylic acid di-tert-butyl ester 
• 215672-87-0 Oxalic acid mono-[4-(4-chloro-phenyl)-cyclohexyl] ester 
• 1071223-07-8 cis-2-[4-(4-chlorophenyl)cyclohexyl]-3-chloro-1,4-naphthoquinone 
• 1297474-44-2 C₁₅H₁₁ClN₂OS 
• 1297474-55-5 C₁₉H₁₁ClN₂O₂S 
• 1297474-20-4 C₁₉H₁₃ClN₂O₃S 
• 1297474-35-1 C₁₅H₁₅ClN₂OS 
• 1393641-27-4 (S)-4-(4-chlorophenyl)cycloheptan-1-one 
• 1402080-52-7 5-(4-chlorophenyl)oxepan-2-one 
• 1203609-11-3 cis/trans-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1,4-dione 
• 1409956-73-5 trans-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-79-1 cis-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 

Relevant articles and documents

Desymmetrizing Isomerization of Alkene via Thiazolinyl Iminoquinoline Cobalt Catalysis

We report a cobalt-catalyzed desymmetrizing isomerization of exo-cyclic alkenes to generate chiral 1-methylcyclohexene derivatives with good yields and enantioselectivities. A novel chiral thiazolinyl iminoquinoline ligand and its cobalt complex were desi

The Silicon-Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes

The use of chiral enol silanes in fundamental transformations such as Mukaiyama aldol, Michael, and Mannich reactions as well as Saegusa-Ito dehydrogenations has enabled the chemical synthesis of enantiopure natural products and valuable pharmaceuticals. However, accessing these intermediates in high enantiopurity has generally required the use of either stoichiometric chiral precursors or stoichiometric chiral reagents. We now describe a catalytic approach in which strongly acidic and confined imidodiphosphorimidates (IDPi) catalyze highly enantioselective interconversions of ketones and enol silanes. These "silicon-hydrogen exchange reactions"enable access to enantiopure enol silanes via tautomerizing σ-bond metatheses, either in a deprotosilylative desymmetrization of ketones with allyl silanes as the silicon source or in a protodesilylative kinetic resolution of racemic enol silanes with a carboxylic acid as the silyl acceptor.

Base-free oxidation of alcohols enabled by nickel(ii)-catalyzed transfer dehydrogenation

An efficient nickel(ii)-catalyzed transfer dehydrogenation oxidation of alcohols is reported that relies on cyclohexanone as the formal oxidant and does not require the use of an external base. The synthetic utility of this protocol is demonstratedviathe facile oxidation of structurally complicated natural products.

Enantioselective Synthesis of Chiral Oxime Ethers: Desymmetrization and Dynamic Kinetic Resolution of Substituted Cyclohexanones

Axially chiral cyclohexylidene oxime ethers exhibit unique chirality because of the restricted rotation of C=N. The first catalytic enantioselective synthesis of novel axially chiral cyclohexylidene oximes has been developed by catalytic desymmetrization of 4-substituted cyclohexanones with O-arylhydroxylamines and is catalyzed by a chiral BINOL-derived strontium phosphate with excellent yields and good enantioselectivities. In addition, chiral BINOL-derived phosphoric acid catalyzed dynamic kinetic resolution of α-substituted cyclohexanones has been performed and yields versatile intermediates in high yields and enantioselectivities.

Method for synthesizing 4-(4-chlorphenyl)cyclohexanone

The invention relates to the field of organic synthesis and discloses a method for synthesizing a chemical intermediate 4-(4-chlorphenyl)cyclohexanone. The method includes the steps that firstly, 4-isopropenyl chlorobenzene is mixed with an organic solvent, N-bromo-succinimide is added for reaction for 1-6 h, solid is obtained, washed and dried after the reaction is completed, a compound 2 is obtained, a quenching reaction is carried out, extraction is conducted, an organic phase is obtained, and the compound 2 is obtained; secondly, the compound 2 and diethyl 1,3-acetonedicarboxylate are dissolved in alcohol, sodium alcoholate is added for reaction for 8-20 h, concentration is conducted after the reaction is completed, and a compound 3 is obtained; thirdly, the compound 3 is mixed with alcohol, an alkaline solution is added for a reflux reaction for 3-15 h, the product is adjusted to be alkalescent after the reaction is completed, and an organic phase is obtained, washed and dried after extraction. According to the synthesis method, raw materials are easy to obtain, reaction conditions are mild, selectivity is high, aftertreatment has good operability, the yield is high, production is easy to enlarge, and the method is more environmentally friendly.

Method for synthesizing 4-(4-chlorphenyl) cyclohexanone

The invention relates to the filed of organic synthesis, and discloses a method for synthesizing chemical intermediate 4-(4-chlorphenyl) cyclohexanone. The method includes the steps that (1) 4-(4-hydroxy-phenyl) cyclohexanone and pyridine are mixed in an

Optimization of TRPV6 calcium channel inhibitors using a 3D ligand-based virtual screening method

Herein, we report the discovery of the first potent and selective inhibitor of TRPV6, a calcium channel overexpressed in breast and prostate cancer, and its use to test the effect of blocking TRPV6-mediated Ca2+-influx on cell growth. The inhib

A novel process for synthesis of atovaquone

A stereospecific efficient process for synthesis of atovaquone i.e. trans-2-[4-(4-chlorophenyl)cyclohexyl ]-3-hydroxy-1,4-naphthalenedione and its cis isomer from commercially available raw materials such as α-tetralone and 4-(4-chlorophenyl)cyclohexanone

IMPROVED SYNTHESIS OF 2-(4-(4-CHLOROPHENYL) CYCLOHEX-1-ENYL) -3, 4-DIHYDRONAPHTHALEN-1 (2H)-ONE; AN INTERMEDIATE FOR ATOVAQUONE

A process for preparation of 2-(4-(4-chlorophenyl) cyclohex-l-enyl)-3,4-dihydronaphthalen- 1(2H)-one (V), key intermediate for synthesis of Atovaquone [I]. The process for preparation of compound(V) comprising of the steps of; i) Reaction of 2-(4-(4-chlorophenyl)-1-hydroxycyclohexyl)-3,4-dihydronaphthalen- 1(2H)-one (IV) with trifluro acetic anhydride in presence of base in organic solvent to yield compound of formula (XIa) ii) Elimination of trifluoroacetyl functionality of compound (XIa) in organic solvent and in presence of organic base to give compound of formula (V). The invention also provides a Process for preparation of compound(XIa) comprising of the steps of; i) reaction of 2-(4-(4-chlorophenyl)-l-hydroxy cyclohexyl)-3,4-dihydronaphthalen- 1(2H)-one (IV) with trifluro acetic anhydride in presence of organic base in organic solvent. A further process is provided for preparation of compound(V) from compound (XIa) comprising elimination reaction of trifluoroacetyl functionality compound (XIa) in organic solvent and in presence of organic base.

Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones

Catalytic enantioselective Baeyer-Villiger (BV) oxidations of racemic and meso cyclic ketones were achieved in the presence of chiral N,N'-dioxide-Sc III complex catalysts. The BV oxidations of prochiral cyclohexanones and cyclobutanones afforded series of optically active μ- and γ-lactones, respectively, in up to 99% yield and 95% ee. Meanwhile, the kinetic resolution of racemic 2-arylcyclohexanones was also realized via an abnormal BV oxidation. Enantioenriched 3-aryloxepan-2-ones, whose formation is counter to the migratory aptitude, were obtained preferentially. Both the lactones and the unreacted ketones were obtained with high ee values.