6330-12-7

Basic information

• Product Name: 3-(4-methylphenyl)cyclohex-2-en-1-one
• CAS NO: 6330-12-7
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.2497
• Mol File: 6330-12-7.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 300°C at 760 mmHg
• Flash Point: 124.6°C
• Density: 1.066g/cm³
• Vapor Pressure: 0.00115mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 3-(4-methylphenyl)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-methylphenyl)cyclohex-2-en-1-one(6330-12-7)
• EPA Substance Registry System: 3-(4-methylphenyl)cyclohex-2-en-1-one(6330-12-7)

Safety Data

• Hazardous Substances Data: 6330-12-7(Hazardous Substances Data)

Upstream product

• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 2417-95-0 p-tolyllithium 
• 930-68-7 cyclohexenone 
• 5720-05-8 4-methylphenylboronic acid 
• 106-38-7 para-bromotoluene 
• 504-02-9 1,3-cylohexanedione 
• 624-31-7 4-tolyl iodide 
• 959975-11-2 C₁₅H₁₆O₃ 
• 65365-76-6 4-methylphenyl 4’-methoxyphenyl telluride 
• 17873-01-7 (4-methylphenyl)trimethoxysilane 
• 1395414-57-9 4′-methyl-3,4-dihydro-[1,1′-biphenyl]-1(2H)-ol 
• 1821-24-5 1-(p-methylphenyl)cyclohexanol 
• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 

Downstream Products

• 82942-53-8 4,4'''-Dimethyl-[1,2';1',1'';3'',1''']quaterphenyl 
• 82942-55-0 3,4'''-Dimethyl-[1,2';1',1'';3'',1''']quaterphenyl 
• 141106-27-6 8-p-Tolyl-3,4-dihydro-2H-benzo[b]oxepin-5-one 
• 170639-03-9 Heptyl-(8-p-tolyl-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl)-amine 
• 82942-57-2 4,4'''-Bis-bromomethyl-[1,2';1',1'';3'',1''']quaterphenyl 
• 82942-59-4 3,4'''-Bis-bromomethyl-[1,2';1',1'';3'',1''']quaterphenyl 
• 19399-69-0 1,3-bis[4-(bromomethyl)phenyl]benzene 
• 610273-86-4 (R)-3-p-tolyl-cyclohexanone 
• 1186225-49-9 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-p-tolylcyclohexanone 
• 1613527-21-1 N-(3-p-tolylcyclohex-2-enyl)acetamide 
• 1613527-41-5 N-(5-p-tolylcyclohexa-1,5-dienyl)acetamide 

Relevant articles and documents

Heck-Type Arylation of 2-Cycloalken-1-ones with Arylpalladium Intermediates Formed by Decarboxylative Palladation and by Aryl Iodide Insertion

(Matrix presented) A palladium-catalyzed decarboxylative arylation reaction was shown to produce Heck-type coupling products using a number of different arene carboxylic acid and 2-cycloalken-1-one substrates. The more conventional Heck coupling of an aryl iodide and a 2-cycloalken-1-one reactant was also briefly explored for comparison, where it was found that phosphine-free (Jeffery) conditions afforded the highest yield of product.

Catalytic enantioselective total synthesis of (?)-ar-Tenuifolene

First catalytic asymmetric total synthesis of aromatic sesquiterpene, (?)-ar-teunifolene (1) is featured (3 steps, 75% overall yields) from commercially available 3-methyl cyclohex-2-enone 16. The enantioenriched 3,3-disubstituted cyclohexanone 11 is obtained from Pd(II)-catalyzed enantioselective (p-tolyl)boronic acid addition to 3-methyl cyclohex-2-enone 16 in 90% ee, which is found to be the key intermediate. A diastereoselective methyllithium addition of this enantioenriched product followed by dehydration completes straightforward access to (?)-ar-teunifolene (1).

An Electrophilic Trifluoromethylthiolation of Silylenol Ethers and β-Naphthols with Diethylaminosulfur Trifluoride and (Trifluoromethyl)trimethylsilane

An efficient and general trifluoromethylthiolation of silylenol ethers and β-naphthols have been accomplished employing the combination of diethylaminosulfur trifluoride (DAST) and (trifluoromethyl)trimethylsilane (CF3TMS) as source of electrophilic trifluoromethylthio moiety for the synthesis of α-trifluoromethylthiolated carbonyl compounds and β-naphthols in good yields. Important features of this method include wide functional group tolerance and use of readily available DAST/CF3TMS. Potential of the methodology was demonstrated via the synthesis of α-trifluoromethylthiolated (+)-4-cholesten-3-one and naphthoquinone. (Figure presented.).