120609-18-9

Basic information

• Product Name: (+/-)-5-methyl-4-phenylhexan-2-one
• CAS NO: 120609-18-9
• Molecular Weight: 190.285
• Mol File: 120609-18-9.mol

Chemical Properties

• CAS DataBase Reference: (+/-)-5-methyl-4-phenylhexan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-5-methyl-4-phenylhexan-2-one(120609-18-9)
• EPA Substance Registry System: (+/-)-5-methyl-4-phenylhexan-2-one(120609-18-9)

Safety Data

• Hazardous Substances Data: 120609-18-9(Hazardous Substances Data)

Upstream product

• 1068-55-9 isopropylmagnesium chloride 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1669-43-8 (E)-4-isopropylbut-3-en-2-one 
• 591-51-5 phenyllithium 
• 934-56-5 trimethyl(phenyl)stannane 
• 3262-89-3 triphenylboroxine 
• 98-80-6 phenylboronic acid 
• 5166-53-0 5-methyl-3-hexene-2-one 
• 909413-25-8 6-(tert-butyl)-12-phenyl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine 
• 611-70-1 phenyl isopropyl ketone 
• 62751-30-8 (E)-ethyl 4-methyl-3-phenylpent-2-enoate 
• 914400-07-0 (E)-N-methoxy-N,4-dimethyl-3-phenylpent-2-enamide 
• 876953-21-8 (E)-5-methyl-4-phenyl-3-hexen-2-one 
• 2996-92-1 phenyl trimethylsiloxane 

Relevant articles and documents

Rhodium-catalyzed conjugate addition of arylindium reagents to α,β-unsaturated carbonyl compounds

A novel rhodium-catalyzed conjugate addition of indium reagents to electron deficient olefins is reported. The reaction takes place in THF/MeOH at 110 °C using arylindium dichlorides, a rhodium(I)-binap complex as catalyst, and α,β-unsaturated ketones and

Pd-catalyzed asymmetric hydrogenation of C=C bond of α,β- unsaturated ketones

Homogenous palladium-catalyzed asymmetric hydrogenation of C=C double bond of ,-unsaturated ketones has been -developed by using palladium(II) trifluoroacetate/(S)-7,7-bis-[di(4-methoxyphenyl]phosphino)-1,1-spirobiindane complex [Pd(OCOCF3)2-(S)-An-SDP] as the catalyst under ambient hydrogen pressure and room temperature with up to 89% ee. Georg Thieme Verlag Stuttgart · New York.

Rhodium-catalyzed conjugate addition of Sb-aryl-1,5-azastibocines to α,β-unsaturated carbonyl compounds

Rhodium-catalyzed conjugate addition of Sb-aryl-1,5-azastibocines to α,β-unsaturated carbonyl compounds is described. The rhodium-catalyzed reaction was carried out in aqueous N-methy-2-pyrrolidinone (NMP) to give 1,4-conjugate adduct exclusively, while t

Addition reaction of arylboronic acids to aldehydes and α,β-unsaturated carbonyl compounds catalyzed by conventional palladium complexes in the presence of chloroform

Arylboronic acids react with aldehydes and α,β-unsaturated carbonyl compounds in the presence of a base and a catalytic amount of a palladium(0) complex with chloroform, affording the corresponding addition products in good yields, and chiral benzhydrol was obtained with up to 43% e.e. using (S,S)-bppm as a ligand. General palladium complexes have no catalytic activity without chloroform. Because chloroform is essential for this reaction, these reactions would be promoted by dichloromethylpalladium(II) species.

Palladium catalyzed conjugate 1,4-addition of organoboronic acids to α,β-unsaturated ketones

1,4-Addition of arylboronic acids to α,β-unsaturated ketones was smoothly catalyzed by palladium(0) phosphine complexes with chloroform in the presence of base. It is remarked that the palladium(0) complexes have no catalytic activity in the absence of chloroform. The reaction proceeded without β-hydride elimination. Copyright

Asymmetric conjugate reduction of α,β-unsaturated ketones and esters with chiral rhodium(2,6-bisoxazolinylphenyl) catalysts

New asymmetric conjugate reduction of β,β-disubstituted α,β-unsaturated ketones and esters was accomplished with alkoxylhydrosilanes in the presence of chiral rhodium(2,6-bisoxazolinylphenyl) complexes in high yields and high enantioselectivity. (E)-4-Phenyl-3-penten-2- one and (E)-4-phenyl-4-isopropyl-3-penten-2-one were readily reduced at 60°C in 95% ee and 98 % ee, respectively, by 1 mol % of catalyst loading. (EtO) 2MeSiH proved to be the best hydrogen donor of choice. tert-Butyl (E)-β-methylcinnamate and β-isopropylcinnamate could also be reduced to the corresponding dihydrocinnamate derivatives up to 98% ee.

Rhodium-catalysed 1,4-addition of diarylindium hydroxides to α,β-unsaturated carbonyl compounds

Diarylindium(III) hydroxides react with α,β-unsaturated carbonyl compounds in the presence of a rhodium catalyst to afford the 1,4-addition products in high yield. This reaction demonstrates the utility of diarylindium(III) hydroxide as an aryl source with rhodium catalysts. The Royal Society of Chemistry 2005.

1,4-Addition of Arylsiloxanes to Enones Catalyzed by Dicationic Palladium(II) Complexes in Aqueous Media

Catalytic 1,4-addition of arylsiloxanes to enones was carried out at 75°C in the presence of a dicationic palladium(II) catalyst in aqueous 1,4-dioxane. A nitrile-free complex generated in situ from Pd(dba)2 and Cu(BF4)2 in the presence of dppe or dppben was recognized to be the best catalyst to achieve high yields for the representative enones and enals.

Conjugate addition of aryl boronic acids to enones catalyzed by cationic palladium(II)-phosphane complexes

A cationic palladium complex was found to be an efficient catalyst for the 1,4-addition of aryl boronic acids to enones at room temperature (see scheme; X= ClO4, OTf, BF4, PF6, or SbF6); Tf=trifluoromethanesulfonyl).

Rhodium-catalyzed conjugate addition of aryl- and alkenyl-stannanes to α,β-unsaturated carbonyl compounds

The addition of aryl- or alkenyl-trimethylstannanes to α,β-unsaturated carbonyl compounds in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) and water to afford the conjugate addition products in good yields was examined. It was observed that addition of water was necessary for the reaction to proceed smoothly. The aryl- or alkenyl-rhodium complex, which is generated by the transmetalation from the organotin compound, is considered to be the active catalytic species.