35660-91-4

Basic information

• Product Name: (Z)-1-phenylbut-2-en-1-one
• Synonyms: (Z)-1-phenylbut-2-en-1-one
• CAS NO: 35660-91-4
• Molecular Weight: 146.189
• Mol File: 35660-91-4.mol
• Article Data: 94

Chemical Properties

• CAS DataBase Reference: (Z)-1-phenylbut-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-phenylbut-2-en-1-one(35660-91-4)
• EPA Substance Registry System: (Z)-1-phenylbut-2-en-1-one(35660-91-4)

Safety Data

• Hazardous Substances Data: 35660-91-4(Hazardous Substances Data)

Upstream product

• 4866-54-0 (2-methyl-cyclopropyl)-benzene 
• 52755-39-2 (2E)-1-phenylbut-2-en-1-ol 
• 625-35-4 trans-chrotonyl chloride 
• 71-43-2 benzene 
• 64-17-5 ethanol 
• 536-74-3 phenylacetylene 
• 10487-71-5 crotonyl chloride 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 100-52-7 benzaldehyde 
• 25726-04-9 phenylglyoxylyl chloride 
• 24850-33-7 allyltributylstanane 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 93-58-3 benzoic acid methyl ester 
• 75-07-0 acetaldehyde 

Downstream Products

• 73311-48-5 trimethyl[(1-phenylbuta-1,3-dien-1-yl)oxy]silane 
• 57205-23-9 3-Methyl-1-phenyl-2-phenylseleno-1-butanon 
• 22965-93-1 (Z)-2-Bromo-1-phenyl-2-butyn-1-one 
• 53810-72-3 ((1S,2S,3R,4R)-3-Methyl-bicyclo[2.2.1]hept-5-en-2-yl)-phenyl-methanone 
• 80674-48-2 3-Hydroxy-3-phenyl-(E)-4-hexensaeure 
• 124306-45-2 (E)-1-Phenyl-4-phenylsulfanyl-but-2-en-1-one 
• 25552-15-2 3-Methyl-1-phenyl-hexandion-(1,5) 
• 122969-56-6 (3RS,1'RS)-1-methyl-3-(1'-methyl-3'-phenyl-3'-((trimethylsilyl)oxy)-2'-propenyl)-2-pyrrolidinone 
• 122969-11-3 (3RS,1'RS)-1-methyl-3-(1'-methyl-3'-oxo-3'-phenylpropyl)2-pyrrolidinone 
• 122968-92-7 (E,3RS,1'SR)-3-(1'-hydroxy-1'-phenyl-2'-butenyl)-1-methyl-2-pyrrolidinone 
• 122968-91-6 (E,3RS,1'SR)-3-(1'-hydroxy-1'phenyl-2'-butenyl)-1-methyl-2-pyrrolidinone 
• 97060-57-6 3-(4-oxo-4-phenyl-2-butyl)-N-methylpyrrolidone 
• 97060-56-5 3-(1-hydroxy-1-phenyl-2-butenyl)-N-methylpyrrolidone 
• 124306-11-2 (Z)-trimethyl((1-phenylbuta-1,3-dien-1-yl)oxy)silane 

Relevant articles and documents

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Activation of Michael Acceptors by Halogen-Bond Donors

Extending earlier studies on iodine catalysis, experimental investigations show that various halogen-bond donors can also be employed to accelerate the Michael addition between trans -crotonophenone and indole. Solvent as well as counteranion effects have been analyzed, and kinetic and computational investigations provide additional insights into the mode of activation.

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Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

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.

Enantioselective N -Alkylation of Nitroindoles under Phase-Transfer Catalysis

An asymmetric phase-transfer-catalyzed N -alkylation of substituted indoles with various Michael acceptors was studied. Acidities of nitroindoles were determined in acetonitrile by UV-Vis spectrophotometric titration. There was essentially no correlation between acidity and reactivity in the aza-Michael reaction. The position of the nitro group on the indole ring was essential to control the stereoselectivity of the reaction. Michael adducts were obtained in high yields and moderate enantioselectivities in the reaction between 4-nitroindole and various Michael acceptors in the presence of cinchona alkaloid based phase-transfer catalysts. In addition to outlining the scope and limitations of the method, the geometries of the transition states of the reaction were calculated.