59239-04-2

Basic information

• Product Name: (1E)-1-phenylpent-4-en-1-one oxime
• CAS NO: 59239-04-2
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.227
• Mol File: 59239-04-2.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 290.8°C at 760 mmHg
• Flash Point: 173.2°C
• Density: 0.96g/cm³
• Vapor Pressure: 0.000928mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: (1E)-1-phenylpent-4-en-1-one oxime(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-phenylpent-4-en-1-one oxime(59239-04-2)
• EPA Substance Registry System: (1E)-1-phenylpent-4-en-1-one oxime(59239-04-2)

Safety Data

• Hazardous Substances Data: 59239-04-2(Hazardous Substances Data)

Usage

General Description

(1E)-1-phenylpent-4-en-1-one oxime, also known as PPO, is a chemical compound with the formula C11H13NO. It is an oxime of the ketone 1-phenylpent-4-en-1-one, and it is commonly used as a reagent in organic chemistry, particularly in the synthesis of various compounds. PPO has a role as a plant metabolite, and it is also known for its odorant properties, often used in the fragrance industry. Additionally, it has potential applications in pharmaceuticals and agrochemicals due to its unique reactivity and structure. PPO may have various other industrial and research applications due to its versatile nature and potential for use in diverse chemical reactions.

Upstream product

• 3240-29-7 1-Phenylpent-4-en-1-one 
• 109925-98-6 6-(Trimethylsilyl)methyl-3-phenyl-5,6-dihydro-4H-1,2-oxazine 
• 98-86-2 acetophenone 
• 40815-73-4 1-phenyl-1-(2-propenyloxy)ethene 
• 74249-41-5 3-(2-bromo-1-phenylethoxy)-propene 
• 10341-75-0 (E)-1-phenylethanone oxime 
• 106-95-6 allyl bromide 
• 1250849-38-7 (E)-1-phenylpent-4-en-1-one O-pivaloyloxime 
• 220446-51-5 (E)-5-phenyl-1-pentene-1-one O-pentafluorobenzoyloxime 
• 628691-84-9 1-phenyl-4-penten-1-one (E)-O-acetyloxime 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 63202-75-5 ethyl 2-benzoylpent-4-enoate 
• 102632-99-5 1-phenyl-4-penten-1-ol 
• 100-52-7 benzaldehyde 

Downstream Products

• 152956-86-0 5,6-dihydro-3-phenyl-6-<(phenylseleno)methyl>-4H-1,2-oxazine 
• 220446-51-5 (E)-5-phenyl-1-pentene-1-one O-pentafluorobenzoyloxime 
• 628691-84-9 1-phenyl-4-penten-1-one (E)-O-acetyloxime 
• 154592-40-2 3,4-dihydro-2-methyl-5-phenyl-2H-pyrrole 
• 166537-88-8 2-(bromomethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 
• 3042-21-5 2-methyl-5-phenyl-1H-pyrrole 
• 220446-65-1 4-methylidene-2-phenyl-3,4-dihydro-2H-pyrrole 
• 152956-99-5 5,6-dihydro-6-methyl-3-phenyl-4H-1,2-oxazine 
• 1051938-91-0 6-iodomethyl-3-phenyl-5,6-dihydro-4H-[1,2]oxazine 
• 1046049-02-8 1-phenyl-4-penten-1-one (Z)-O-(diethoxyphosphinyl)oxime 
• 1046049-01-7 1-phenyl-4-penten-1-one (E)-O-(diethoxyphosphinyl)oxime 
• 1101835-36-2 C₂₄H₂₄N₂O₄ 

Relevant articles and documents

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.

Diastereoselective and Stereodivergent Synthesis of 2-Cinnamylpyrrolines Enabled by Photoredox-Catalyzed Iminoalkenylation of Alkenes

A photoredox-catalyzed iminoalkenylation of γ-alkenyl O-acyl oximes has been developed. Readily available alkenylboronic acids serve as alkenylation reagents, leading to densely functionalized pyrrolines. Both (E)- and (Z)-cinnamylpyrrolines are accessible depending on the reaction solvent. In dichloromethane, (E)-cinnamylpyrrolines are produced through a photoredox-mediated single-electron-transfer process. In tetrahydrofuran, (Z)-cinnamylpyrrolines are generated by photocatalytic contra-thermodynamic E-to-Z isomerization of (E)-cinnamylpyrrolines though an energy-transfer pathway. Two stereocenters are established with complete diastereoselectivity and only one diastereomer is isolated.

Iron-catalyzed carbonylative cyclization of γ,δ-unsaturated aromatic oxime esters to functionalized pyrrolines

Herein, a new method of iron-catalyzed carbonylative cyclization of γ,δ-unsaturated aromatic oxime esters to functionalized pyrrolines has been developed. By using readily available substrates, 32 examples of functionalized pyrrolines were prepared in moderate to good yields. Notably, examples of reduction and cycloaddition reactions of the obtained product were given as well. This journal is