76886-34-5

Basic information

• Product Name: 3-phenylmethoxy-1-phenyl-1-propanone
• Synonyms: 3-phenylmethoxy-1-phenyl-1-propanone
• CAS NO: 76886-34-5
• Molecular Weight: 240.302
• Mol File: 76886-34-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-phenylmethoxy-1-phenyl-1-propanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenylmethoxy-1-phenyl-1-propanone(76886-34-5)
• EPA Substance Registry System: 3-phenylmethoxy-1-phenyl-1-propanone(76886-34-5)

Safety Data

• Hazardous Substances Data: 76886-34-5(Hazardous Substances Data)

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 2749-70-4 bis(benzyloxy)methane 
• 61752-66-7 (E)-1-phenyl-2-penten-1-one 
• 100-51-6 benzyl alcohol 
• 768-03-6 Phenyl vinyl ketone 
• 65-85-0 benzoic acid 
• 3587-60-8 Benzyloxymethyl chloride 
• 55887-44-0 benzyloxymethyl benzoate 
• 1562675-92-6 (1-(benzyloxymethoxy)vinyl)benzene 
• 98-86-2 acetophenone 

Downstream Products

• 122-97-4 3-Phenyl-1-propanol 
• 75834-24-1 3-Phenyl-5-hexen-1-ol 
• 2845-28-5 (+/-)-3-phenylpentan-1-ol 
• 2722-36-3 3-phenyl-1-butanol 
• 137618-51-0 3-benzyloxy-1-phenylpropan-1-ol 

Relevant articles and documents

Rhodium-catalyzed addition of alcohols to terminal enones

[Rh(COD)(OMe)]2 was found to catalyze the addition of aliphatic and aromatic alcohols with terminal enones to afford β-alkoxyketones in high yields.

Acid catalyzed rearrangement of vinyl and ketene acetals

Substituted vinyl and ketene acetals undergo smooth oxygen-to-carbon rearrangement with a catalytic amount of TMSOTf to afford chain-extended ketones or esters, respectively. The developed procedure has been applied to the stereoselective synthesis of C-glycosides from the corresponding anomeric vinyl ethers.

Evidence That Protons Can Be the Active Catalysts in Lewis Acid Mediated Hetero-Michael Addition Reactions

The mechanism of Lewis acid catalysed hetero-Michael addition reactions of weakly basic nucleophiles to α,β-unsaturated ketones was investigated. Protons, rather than metal ions, were identified as the active catalysts. Other mechanisms have been ruled out by analyses of side products and of stoichiometric enone-catalyst mixtures and by the use of radical inhibitors. No evidence for the involvement of π-olefin-metal complexes or for carbonyl-metal-ion interactions was obtained. The reactions did not proceed in the presence of the non-coordinating base 2,6-di-tert-butylpyridine. An excellent correlation of catalytic activities with cation hydrolysis constants was obtained. Different reactivities of mono- and dicarbonyl substrates have been rationalised. A 1H NMR probe for the assessment of proton generation was established and Lewis acids have been classified according to their propensity to hydrolyse in organic solvents. Bronsted acid-catalysed conjugate addition reactions of nitrogen, oxygen, sulfur and carbon nucleophiles are developed and implications for asymmetric Lewis acid catalysis are discussed.