35376-41-1

Basic information

• Product Name: 5-Phenyl-2-cyclohexen-1-one
• Synonyms: 5-Phenyl-2-cyclohexen-1-one;5-Phenyl-cyclohex-2-enone
• CAS NO: 35376-41-1
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 172.22
• Mol File: 35376-41-1.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Phenyl-2-cyclohexen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-2-cyclohexen-1-one(35376-41-1)
• EPA Substance Registry System: 5-Phenyl-2-cyclohexen-1-one(35376-41-1)

Safety Data

• Hazardous Substances Data: 35376-41-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 497, 1987 DOI: 10.1002/jhet.5570240237

Upstream product

• 111602-13-2 d'ethoxy-2 methyl-6 phenyl-4 dihydro-3,4 2H-pyranne 
• 107-93-7 (E)-but-2-enoic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 116428-46-7 trans-3-phenyl-5-(trimethylsilyl)-cyclohexanone 
• 35225-79-7 dibenzylideneacetone 
• 14371-10-9 (E)-3-phenylpropenal 
• 18407-84-6 1-methoxy-3,6-bis(trimethylsilyl)cyclohexa-1,4-diene 
• 56917-70-5 5-(trimethylsilyl)cyclohex-3-enone 
• 56917-71-6 5-trimethylsilyl-2-cyclohexanone 
• 100-52-7 benzaldehyde 
• 1896-62-4 (E)-benzalacetone 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 100-58-3 phenylmagnesium bromide 
• 4096-34-8 cyclohex-3-enone 

Downstream Products

• 93468-24-7 2-dimethylaminomethyl-5-phenyl-2-cyclohexen-1-one 
• 93529-37-4 2-t-dimethylaminomethyl-3-c-phenyl-1-r-cyclohexanol 
• 125488-45-1 3-Phenyl-5-(2-propynyl)cyclohexanone 
• 80593-85-7 3-Phenyl-5-(2-trimethylsilanylethynyl-[1,3]dithian-2-yl)-cyclohexanone 
• 80593-87-9 5-Phenyl-1-(2-trimethylsilanylethynyl-[1,3]dithian-2-yl)-cyclohex-2-enol 
• 28467-40-5 trans-3-Methyl-5-phenyl-1-methylidenecyclohexane 
• 20795-53-3 3-phenylcyclohexanone 
• 117894-23-2 (-)-(R)-5-phenylcyclohex-2-enone 
• 26114-87-4 cis-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-ol 
• 117894-26-5 (S)-(+)-5-phenyl-2-cyclohexen-1-one 
• 26114-89-6 cis-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl acetate 
• 26114-89-6 trans-5-phenyl-2-cyclohexen-1-yl acetate 

Relevant articles and documents

Conversion of an amine-substituted amine-manganese tricarbonyl complex to a functionalized cyclohexenone

The synthesis of functionalized cyclohexenones can be achieved via double nucleophile addition, with intermediate reactivation by ligand exchange, to aminoarene-manganese tricarbonyl cationic complexes by adjusting the electron donating power of the amine.

CeO2-Supported Pd(II)-on-Au Nanoparticle Catalyst for Aerobic Selective α,β-Desaturation of Carbonyl Compounds Applicable to Cyclohexanones

Direct selective desaturation of carbonyl compounds to synthesize α,β-unsaturated carbonyl compounds represents an environmentally benign alternative to classical stepwise procedures. In this study, we designed an ideal CeO2-supported Pd(II)-on-Au nanoparticle catalyst (Pd/Au/CeO2) and successfully achieved heterogeneously catalyzed selective desaturation of cyclohexanones to cyclohexenones using O2 in air as the oxidant. Besides cyclohexenones, various bioactive enones can also be synthesized from the corresponding saturated ketones under open air conditions in the presence of Pd/Au/CeO2. Preliminary mechanistic studies revealed that α-C-H bond cleavage in the substrates is the turnover-limiting step of this desaturation reaction.

Iodine-Promoted Semmler–Wolff Reactions: Step-Economic Access to meta-Substituted Primary Anilines via Aromatization

An atom- and step-economic access to an array of unprotected meta-substituted primary anilines was disclosed using the Semmler–Wolff reaction, promoted by molecular iodine. Therein, noble metal catalysts and inert atmosphere are unnecessary while the forcing reaction conditions and the lengthy synthesis can be avoided. The synthetic utility of this approach is evident in the de novo syntheses of three bioactive molecules with good total yields.