6249-80-5

Basic information

• Product Name: 4-Phenyl-1-butene-4-one
• Synonyms: (3-Butenoyl)benzene;1-Phenyl-3-buten-1-one;3-Butenophenone;4-Phenyl-1-butene-4-one
• CAS NO: 6249-80-5
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• Mol File: 6249-80-5.mol
• Article Data: 119

Chemical Properties

• Boiling Point: 175-180 °C(Press: 13 Torr)
• Appearance: /
• Density: 1.0630 g/cm3
• CAS DataBase Reference: 4-Phenyl-1-butene-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-1-butene-4-one(6249-80-5)
• EPA Substance Registry System: 4-Phenyl-1-butene-4-one(6249-80-5)

Safety Data

• Hazardous Substances Data: 6249-80-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 57, p. 774, 1992 DOI: 10.1021/jo00028a075Tetrahedron Letters, 37, p. 1109, 1996 DOI: 10.1016/0040-4039(95)02317-8

Upstream product

• 98-88-4 benzoyl chloride 
• 1730-25-2 allylmagnesium bromide 
• 100-47-0 benzonitrile 
• 107-05-1 3-chloroprop-1-ene 
• 10364-94-0 1-benzoylimidazole 
• 2622-05-1 allylmagnesium bromide 
• 38400-77-0 diallyl carbinol 
• 84537-30-4 N-(α-allyl-benzylidene)acetamide 
• 106944-44-9 3-Hydroxy-4-trimethylsilyl-1-phenyl-1-butanone 
• 84537-35-9 2-allyl-2-phenyl-1,3-dithiolane 
• 344304-59-2 2-methoxy-2-phenylcyclopropanemethanol 
• 106-95-6 allyl bromide 
• 118415-78-4 2-(1-hydroxy-1-phenyl-3-butenyl)-1-methyl-1H-imidazole 
• 6443-66-9 O-ethoxycarbonyl 2-hydroxy-2-phenylacetonitrile 

Downstream Products

• 55181-35-6 β-phenylmercaptopropyl phenyl ketone 
• 35660-91-4 (Z)-1-phenylbut-2-en-1-one 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 4850-50-4 (R)-(+)-1-Phenylbutane-1,4-diol 
• 4850-50-4 (S)-(-)-1-Phenylbutane-1,4-diol 
• 5050-65-7 3-phenyl-5-methyl-Δ²-isoxazoline 
• 62893-97-4 2-(oxiran-2-yl)-1-phenylethan-1-one 
• 1432310-08-1 (3R,4S)-(-)-methyl 4-benzoyl-2-methylene-3-phenylhex-5-enoate 
• 1432310-52-5 (1R,2R)-(-)-methyl 3-benzoyl-2-phenylcyclohex-3-enecarboxylate 
• 1432310-14-9 (3R,4S)-(-)-methyl 4-benzoyl-3-(4-fluorophenyl)-2-methylenehex-5-enoate 
• 1432310-16-1 (3R,4S)-(-)-methyl 4-benzoyl-3-(4-chlorophenyl)-2-methylenehex-5-enoate 
• 1432310-17-2 (3R,4S)-(-)-methyl 4-benzoyl-3-(4-bromophenyl)-2-methylenehex-5-enoate 

Relevant articles and documents

Highly Regio-, Diastereo-, and Enantioselective Mannich Reaction of Allylic Ketones and Cyclic Ketimines: Access to Chiral Benzosultam

An organocatalytic asymmetric Mannich reaction of allylic ketones with cyclic N-sulfonyl α-iminoester has been developed. By using a saccharide-derived chiral tertiary amino-thiourea catalyst, a range of allylic ketones and N-sulfonyl ketimines reacted sm

Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes

A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.

Copper-catalyzed radical oxyallylation of olefins for the construction of alkene-containing isoxazolines

A radical-mediated approach to alkene oxyallylation using allylic oximes is described. The reaction proceeds under copper-catalytic redox-neutral conditions and tolerates various functional groups. This protocol thus enables the synthesis of structurally valuable isoxazolines and the introduction of a versatile olefin motif in a single step.

Photocatalytic Stoichiometric Oxidant-Free Synthesis of Linear Unsaturated Ketones from 1,2-Disubstituted Cyclopropanols

A one-step catalytic oxidant-free synthesis of unsaturated ketones from 1,2-disubstituted cyclopropanols is reported. Previously for this transformation, only two- and three-step protocols have been developed. The reaction proceeds under irradiation with visible light in the presence of catalytic amounts of both an acridinium photocatalyst and a cobaloxime complex. 2-Aryl-substituted cyclopropanols react giving α,β-unsaturated ketones, while dehydrogenative ring opening of 2-alkyl-substituted substrates affords mixtures of α,β- and β,γ-enones. The reaction starts with one-electron oxidation of a cyclopropanol to cyclopropyloxy radical, presumably, by the photoexcited acridinium catalyst. We also found that Co(dmgBF 2) 2(MeCN) 2complex under an air atmosphere and irradiation with blue LEDs or upon heating can serve as a hydroxycyclopropane oxidant.