95514-24-2

Basic information

• Product Name: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-
• CAS NO: 95514-24-2
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Mol File: 95514-24-2.mol

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(95514-24-2)
• EPA Substance Registry System: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(95514-24-2)

Safety Data

• Hazardous Substances Data: 95514-24-2(Hazardous Substances Data)

Upstream product

• 86905-34-2 3-phenyl-5-methoxy-5-methyl-Δ²-isoxazoline 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 
• 16717-64-9 1-azidostyrene 
• 127-17-3 2-oxo-propionic acid 
• 4098-17-3 1-(1-azido-2-iodoethyl)benzene 
• 100-42-5 styrene 
• 698-16-8 benzohydroximoyl chloride 
• 5050-65-7 3-phenyl-5-methyl-Δ²-isoxazoline 
• 917-54-4 methyllithium 
• 1006-65-1 3-phenylisoxazole 
• 811-49-4 ethyllithium 
• 635680-13-6 2-[hydroxy-(5-methyl-3-phenyl-isoxazol-4-yl)-methyl]-acrylic acid methyl ester 
• 107995-57-3 (Z)-3-(tert-Butyl-dimethyl-silanyloxy)-but-2-enenitrile 
• 591-51-5 phenyllithium 

Downstream Products

• 86601-48-1 [6-Methyl-4-phenyl-1-p-tolyl-1H-pyrimidin-(2Z)-ylidene]-p-tolyl-amine 
• 131474-94-7 ethyl N-(1-methyl-3-oxo-3-phenyl-1-propenyl)glycinate 
• 131475-01-9 ethyl N-(3-oxo-1-phenyl-1-butenyl)glycinate 
• 10222-79-4 3-phenyl-5-methylpyrazole-1-carboxamide 
• 56426-41-6 3-methyl-5-phenylpyrazole 
• 10222-78-3 3-methyl-5-phenylpyrazole-1-carboxamide 
• 1629602-97-6 C₁₇H₁₅NO₂ 
• 33567-24-7 4-(4-methoxyphenyl)-2,6-diphenylpyridine 
• 1629603-25-3 2,6-diphenyl-4-((triisopropylsilyl)ethynyl)pyridine 
• 1629603-34-4 C₁₉H₁₃N 
• 1629603-05-9 C₂₁H₁₂F₉NO₃S 
• 81979-58-0 ethyl 3-methyl-5-phenyl-1H-pyrrole-2-carboxylate 
• 95514-36-6 3-phenyl-5-phenacylisothiazole 
• 95514-26-4 (Z)-1-Phenyl-2-(3-phenyl-isothiazol-5-yl)-vinylamine 

Relevant articles and documents

Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids

Treatment of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl2(p-cymene)]2, without any additive, afforded pyrazole- and isoxazole-4-carboxylic acids, respectively. The presence of an intramolecular H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that is expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which affords the rearranged products. A gram scale protocol demonstrated the synthetic applicability of this transformation.

Electrochemical synthesis of enaminones: Via a decarboxylative coupling reaction

An environmentally benign and efficient electrochemical synthesis of enaminones via a decarboxylative coupling reaction of α-keto acids using n-Bu4NI as a redox catalyst and electrolyte under constant current electrolysis in an undivided cell is reported. A broad vinyl azide substrate scope and high functional group tolerance are observed. A gram-scale reaction further demonstrates the practicability of the protocol. The results of cyclic voltammetry and control experiments indicate that I2 is likely the active species to initiate the oxidative decarboxylation via an acyl hypoiodite intermediate.

Solution and solid state structure and tautomerism of azo coupled enaminone derivatives of benzoylacetone

The reaction of 4-substituted benzenediazonium tetrafluoroborates with 3-amino-1-phenylbut-2-en-1-one, 4-amino-4-phenylbut-3-en-2-one and their N-aryl derivatives 1a-1g has been used to prepare the respective azo coupling products i.e. compounds 2-5 from

Reaction of 3-phenylisoxazole with alkyllithiums

Alkyllithiums react with 3-phenylisoxazole giving C5-H abstraction followed either mainly by ring fragmentation to benzonitrile and ethynolate ion (in the case of t-BuLi) or (less hindered alkyllithiums: n-BuLi, EtLi, MeLi) also by formation of

Studies on the catalytic hydrogenation of Baylis-Hillman derivatives of substituted isoxazolecarbaldehydes. Unusual retention of isoxazole ring during Pd-C-promoted hydrogenation of Baylis-Hillman adducts

Results of the catalytic hydrogenation of Baylis-Hillman adducts obtained from substituted 3-, 4- and 5-isoxazolecarbox-aldehydes and their corresponding acetates in the presence of Raney-Ni and Pd-C are presented. The hydrogenation of Baylis-Hillman addu

Stereocontrolled conversion of 3-unsubstituted isoxazole compounds into Z-β-siloxyacrylonitriles. A new method for the regioselective synthesis of β-enaminoketones

The stereoselective synthesis of Z-β-siloxyacrylonitriles via base-induced ring cleavage of isoxazole precursors is described. Z-β-siloxyacrylonitriles react with organolithium compounds to give high yields of β-enaminoketones 1.

Reaction of 5-halo-1,2,3-triazines with superoxide; synthesis of 5-hydroxy-1,2,3-triazlnes

5-Halo-1,2,3-triazines were allowed to react with electrolytically produced superoxide to give 5-hydroxy-1,2,3-triazines. Reaction with hydroxide anion gave ring opening products, therefore this substitution was specific for superoxide.

REDUCTION OF Δ2-ISOXAZOLINES-2. A FACILE SYNTHESIS OF 3(2H)-FURANONES.

A simple synthesis of the 3(2H)-furanone ring system is described.

PHOTOCHEMISTRY OF 3-ARYL-2-ISOXAZOLINE

3-Phenyl-2-isoxazoline (1) was irradiated to give 4-phenyl-2-oxazoline (3), β-aminoaldehyde (14) and benzonitrile from its ?-?* singlet excited state.Several related derivatives afforded similar photoproducts on irradiation.The quantum yields of the photoreactions were dependent on the magnitudes of the singlet energies of the 2-isoxazolines. p-Cyanophenyl-2-isoxaline (1c) formed a one-to-one photoadduct (22) with benzene.