4535-64-2

Basic information

• Product Name: 4-Hexen-1-one,5-methyl-1-phenyl-
• CAS NO: 4535-64-2
• Molecular Weight: 188.269
• Mol File: 4535-64-2.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 4-Hexen-1-one,5-methyl-1-phenyl- (CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexen-1-one,5-methyl-1-phenyl- (4535-64-2)
• EPA Substance Registry System: 4-Hexen-1-one,5-methyl-1-phenyl- (4535-64-2)

Safety Data

• Hazardous Substances Data: 4535-64-2(Hazardous Substances Data)

Upstream product

• 115-18-4 2-methyl-3-buten-2-ol 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 98-86-2 acetophenone 
• 78-79-5 isoprene 
• 17851-98-8 1-phenyl-1-(tributylstannyloxy)ethene 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 870-63-3 prenyl bromide 
• 4528-19-2 5-Methyl-1-phenyl-4-hexen-1-ol 
• 1110631-07-6 N-methoxy-N,5-dimethylhex-4-enamide 
• 591-51-5 phenyllithium 
• 65890-48-4 5-methyl-hex-4-enoyl chloride 
• 5636-65-7 5-methyl-4-hexenoic acid 
• 98-88-4 benzoyl chloride 
• 2270-59-9 1-bromo-4-methylpent-3-ene 

Downstream Products

• 128797-84-2 N-(5-methyl-1-phenylhex-4-en-1-yl)formamide 
• 128797-85-3 5-methyl-1-phenylhex-4-en-1-amine 
• 111833-07-9 (6-methylhepta-1,5-dien-2-yl)benzene 
• 643-93-6 3-methylbiphenyl 
• 1024596-40-4 1-phenyl-5,5-dimethylpent-4-en-1-one oxime 

Relevant articles and documents

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.

An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung

The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations.

A General Photocatalytic Route to Prenylation

Prenylation is an essential reaction on which nature relies to modify properties of molecules and build terpenoids, but remains a challenging chemical reaction. Aiming to capitalize on recent advances in photocatalysis to easily and cleanly generate a broad range of carbon based radicals, we have developed a prenyl transfer reagent that is captured by transiently generated radicals. The reagent can be made in bulk, is bench stable, and broadly applicable such that it can be used with existing photocatalytic methods with very few changes to reaction conditions. Ultimately, this provides a true drop-in solution for prenylation, expanding the scope of substrates that can be readily prenylated.