2887-98-1

Basic information

• Product Name: 4-PHENYLBUT-3-EN-2-ONE OXIME
• Synonyms: 4-PHENYLBUT-3-EN-2-ONE OXIME;BENZYLIDENE ACETOXIME;4-phenylbutenone oxime;4-Phenyl-3-buten-2-one oxime;Methylstyryl ketone oxime
• CAS NO: 2887-98-1
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• EINECS: 220-752-5
• Mol File: 2887-98-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 116℃
• Boiling Point: 304.3°Cat760mmHg
• Flash Point: 183.5°C
• Appearance: /
• Density: 0.97g/cm³
• Vapor Pressure: 0.000387mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 4-PHENYLBUT-3-EN-2-ONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLBUT-3-EN-2-ONE OXIME(2887-98-1)
• EPA Substance Registry System: 4-PHENYLBUT-3-EN-2-ONE OXIME(2887-98-1)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 2887-98-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 4897, 1988 DOI: 10.1021/jo00256a001

InChI:InChI=1/C10H11NO/c1-9(11-12)7-8-10-5-3-2-4-6-10/h2-8,12H,1H3/b8-7+,11-9+

Upstream product

• 22921-89-7 1-(4-phenylbut-3-en-2-ylidene)-2-phenylhydrazone 
• 100-52-7 benzaldehyde 
• 96-29-7 ethyl methyl ketone oxime 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 104-55-2 3-phenyl-propenal 
• 17488-65-2 4-phenylbut-3-en-2-ol 
• 1515-78-2 buta-1,3-dien-1-ylbenzene 

Downstream Products

• 119-65-3 isoquinoline 
• 91-63-4 2-methylquinoline 
• 2550-26-7 4-Phenyl-2-butanone 
• 22374-89-6 (RS)-1-methyl-3-phenylpropylamine 
• 1722-73-2 (2E,3E)-4-phenylbut-3-en-2-one O-acetyl oxime 
• 1722-73-2 4-phenyl-3-buten-2-one O-acetyloxime 
• 14441-90-8 5-phenyl-3-isoxazolecarboxylic acid 
• 18793-44-7 N-β-styrylacetamid 
• 1449580-19-1 3-(ethoxycarbonyl)-2,6-dimethyl-4-phenylpyridine 1-oxide 
• 1008-75-9 3-methyl-5-phenylisoxazole 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1028802-27-8 5-butyl-2-methyl-4-phenyl-pyridine 
• 1360735-20-1 6-butyl-2-methyl-4-phenylpyridine 
• 694464-69-2 C₂₂H₂₀NOP 

Relevant articles and documents

Catalytic Nitrosation of Styrene by Nitric Oxide in the Presence of Cobalt Complex and BH4-

Co(DMGH)2(py)Cl (DMGH = mono anion of dimethylglyoxime, py = pyridine) catalyses the regioselective hydronitrosation of styrene to yield acetophenone oxime.

Synthesis of 5-Vinyl-2-isoxazolines by Palladium-Catalyzed Intramolecular O-Allylation of Ketoximes

An efficient method for the synthesis of 5-vinyl-2-isoxazolines by Pd-catalyzed intramolecular O-allylation of ketoximes has been developed. The reaction involves Pd(0)-catalyzed π-allyl formation via leaving group ionization or Pd(II)-catalyzed allylic C-H activation followed by intramolecular nucleophilic oxime oxygen attack. This methodology has been elaborated to various value-added products by epoxidation, Wacker oxidation, cross-metathesis, hydroboration-oxidation, dihydroxylation, and catalytic hydrogenation.

SO2F2-Activated Efficient Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams

A novel, mild and practical protocol for the efficient activation of the Beckmann rearrangement utilizing the readily available and economical sulfuryl fluoride (SO2F2 gas) has been developed. The substrate scope of the operationally simple methodology has been demonstrated by 37 examples with good to nearly quantitative isolated yields (over 90 % yield in most cases) in a short time, including B(OH)2, COOH, NH2, and OH substituted substrates. A tentative mechanism was proposed involving formation and elimination of key intermediate, sulfonyl ester.