91398-51-5

Basic information

• Product Name: 2-Cyclohexen-1-one, 3-(4-chlorophenyl)-
• CAS NO: 91398-51-5
• Molecular Formula: C12H11ClO
• Molecular Weight: 206.672
• Mol File: 91398-51-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 3-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 3-(4-chlorophenyl)-(91398-51-5)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 3-(4-chlorophenyl)-(91398-51-5)

Safety Data

• Hazardous Substances Data: 91398-51-5(Hazardous Substances Data)

Upstream product

• 930-68-7 cyclohexenone 
• 1679-18-1 4-Chlorophenylboronic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 106-39-8 bromochlorobenzene 
• 68099-16-1 4'-chloro-3,4-dihydro-[1,1'-biphenyl]-1(2H)-ol 
• 17380-83-5 1-(4-chlorophenyl)cyclohexan-1-ol 
• 15321-51-4 diiron nonacarbonyl 
• 1009-33-2 1-(1-cyclopropylvinyl)-4-chlorobenzene 
• 598-32-3 2-hydroxy-3-butene 
• 99-91-2 para-chloroacetophenone 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 504-02-9 1,3-cylohexanedione 

Downstream Products

• 239104-83-7 3-(4-chlorophenyl)-2-cyclohexen-1-ol 
• 28023-90-7 4-chloro-3'-hydroxybiphenyl 
• 1497432-30-0 (R)-3-(4-chlorophenyl)cyclohex-2-enyl acetate 
• 1613527-38-0 N-(5-(4-chlorophenyl)cyclohexa-1,5-dienyl)acetamide 
• 1613527-18-6 N-(3-(4-chlorophenyl)cyclohex-2-enyl)acetamide 

Relevant articles and documents

Palladium mediated one-pot synthesis of 3-aryl-cyclohexenones and 1,5-diketones from allyl alcohols and aryl ketones

One-pot synthesis of Robinson annulated 3-aryl-cyclohexenones from allyl alcohols and ketones using palladium is reported. Long chain aliphatic or aryl substitutions at the C1 position of allyl alcohol result in the formation of 1,5-diketone products. This simple one-pot method avoids the use of highly electrophilic vinyl ketones.

Fe2(CO)9-mediated [5+1] cycloaddition of vinylcyclopropanes and CO for the synthesis of α, β-cyclohexenones

A Fe2(CO)9-mediated [5+1] cycloaddition of vinylcyclopropanes (VCPs) and CO to α, β-cyclohexenones has been developed. The reaction can tolerate aryl and aliphatic groups at the α-position of VCPs, while VCP substrates with vinyl or alkynyl substitutions are not suitable ones. In addition, this reaction can also be used to synthesize bicyclic rings if an aryl group is attached to the vinyl moiety of the substrate. Compared to the Fe(CO)5-mediated [5+1] reaction, the use of cheap and safe Fe2(CO)9 and abandoning the photo-irradiation conditions are the two major advantages of the present method.

Copper/Selectfluor-System-Catalyzed Dehydration-Oxidation of Tertiary Cycloalcohols: Access to β-Substituted Cyclohex-2-enones, 4-Arylcoumarins, and Biaryls

A route to β-substituted cyclohex-2-enones, 4-arylcoumarins, and biaryls has been developed. This approach involves a one-pot Cu0/Selectfluor-catalyzed dehydration-oxidation of tertiary cycloalcohols. Thus, by using 2 equiv. of Selectfluor at 25 C, the dehydration-oxidation of tertiary cyclohexanols and oxabenzocyclohexanols gave β-substituted cyclohex-2-enones and 4-arylcoumarins, respectively; whereas the dehydration-oxidation of tertiary cyclohexanols gave biaryls as the final products by using 2.5 equiv. of Selectfluor at 80 C. A route to β-substituted cyclohex-2-enones, 4-arylcoumarins, and biaryls has been developed. This approach involves a one-pot Cu0/Selectfluor-catalyzed dehydration-oxidation of tertiary cycloalcohols.