854726-99-1

Basic information

• Product Name: 2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one
• Synonyms: 2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one
• CAS NO: 854726-99-1
• Molecular Weight: 186.254
• Mol File: 854726-99-1.mol

Chemical Properties

• CAS DataBase Reference: 2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one(854726-99-1)
• EPA Substance Registry System: 2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one(854726-99-1)

Safety Data

• Hazardous Substances Data: 854726-99-1(Hazardous Substances Data)

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 
• 158715-24-3 trimethoxy(2-methylphenyl)silane 
• 16419-60-6 2-Methylphenylboronic acid 
• 504-02-9 1,3-cylohexanedione 
• 83333-70-4 1-(2-methylphenyl)cyclohex-2-en-1-ol 
• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 

Downstream Products

• 606-75-7 biphenyl-2,3'-dicarboxylic acid 
• 22058-37-3 2,2''-Bis(bromomethyl)-1,1':3',1''-terphenyl 
• 1415503-51-3 4-allyl-2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3(4H)-one 
• 1415503-72-8 4-allyl-2'-methyl-5,6-dihydro-[1,1'-bi(phenyl)]-3-yl 2-chloroacetate 
• 71965-05-4 2'-methyl-[1,1'-biphenyl]-3-ol 
• 1613527-28-8 N-(3-o-tolylcyclohex-2-enyl)acetamide 
• 1613527-48-2 N-(5-o-tolylcyclohexa-1,5-dienyl)acetamide 

Relevant articles and documents

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.).

Palladium-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with oxygen in aqueous solvent

A one-pot procedure for Pd(TFA)2-catalyzed 1,3-isomerization of tertiary allylic alcohols to secondary allylic alcohols followed by a Pd(TFA)2/neocuproine-catalyzed oxidative reaction to β-disubstituted-α,β-unsaturated kenones was developed. (Chemical Equation Presented).

Highly enantioselective synthesis of chiral cyclic allylic amines via RH-catalyzed asymmetric hydrogenation

Highly regioselective and enantioselective asymmetric hydrogenation of cyclic dienamides catalyzed by an Rh-DuanPhos complex has been developed, which provides a readily accessible method for the synthesis of chiral cyclic allylic amines in excellent enantioselectivities (up to 99% ee). The products are valuable chiral building blocks and could be easily transformed to multisubstituted cyclohexane derivatives.

Ligand- and base-free Pd(II)-catalyzed controlled switching between oxidative heck and conjugate addition reactions

A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

Aerobic oxidative heck/dehydrogenation reactions of cyclohexenones: Efficient access to meta-substituted phenols

Jockeying for the (meta)position: A new dicationic palladium(II) catalyst, employing a 6,6′-dimethyl-2,2′-bipyridine ligand, promotes both the aerobic oxidative Heck coupling and dehydrogenation reactions of cyclohexenones. These reactions may be combined in a one-pot sequence to enable the straightforward synthesis of meta-substituted phenols (see scheme). Copyright

Pd-diimine: A highly selective catalyst system for the base-free oxidative heck reaction

Pd(OAc)2/3 is an efficient catalyst system for the base-free oxidative Heck reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.

Palladium-catalyzed Mizoroki-Heck-type reaction of aryl trimethoxysilanes

A palladium-catalyzed Mizoroki-Heck-type reaction of aryl trimethoxysilanes with olefins is described. A series of ArSi(OMe)3 and olefins, including electron-rich and electron-deficient analogues worked well in the procedure, affording the arylation products in moderate to good yields. Georg Thieme Verlag Stuttgart.