16487-65-3

Basic information

• Product Name: [(Z)-3-Pentenyl]benzene
• Synonyms: (Z)-5-Phenyl-2-pentene;[(Z)-3-Pentenyl]benzene
• CAS NO: 16487-65-3
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.23
• Mol File: 16487-65-3.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 201.6±10.0 °C(Predicted)
• Appearance: /
• Density: 0.884±0.06 g/cm3(Predicted)
• CAS DataBase Reference: [(Z)-3-Pentenyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(Z)-3-Pentenyl]benzene(16487-65-3)
• EPA Substance Registry System: [(Z)-3-Pentenyl]benzene(16487-65-3)

Safety Data

• Hazardous Substances Data: 16487-65-3(Hazardous Substances Data)

Upstream product

• 4894-61-5 trans-but-2-enyl chloride 
• 766-04-1 benzyllithium 
• 56281-58-4 Dimethyl-dithiocarbamic acid (E)-1-benzyl-but-2-enyl ester 
• 6921-34-2 benzylmagnesium chloride 
• 104-53-0 3-phenyl-propionaldehyde 
• 594-02-5 1,1-diiodoethane 
• 15733-63-8 5-chloropentylbenzene 
• 103786-13-6 erythro-3-diphenylphosphinoyl-5-phenylpentan-2-ol 
• 1754-88-7 ethylenetriphenylphosphorane 
• 37904-38-4 5-phenylpent-1-en-3-ol 
• 100-39-0 benzyl bromide 
• 103-63-9 1-phenyl-2-bromoethane 
• 113460-17-6 C₂₅H₂₇OP 
• 1530-32-1 ethyltriphenylphosphonium bromide 

Downstream Products

• 17777-31-0 6-phenylhexanenitrile 
• 1992-50-3 1-phenylpentan-3-ol 
• 2344-71-0 5-phenylpentan-2-ol 
• 37904-38-4 5-phenylpent-1-en-3-ol 

Relevant articles and documents

Structural elucidation of a methylenation reagent of esters: Synthesis and reactivity of a dinuclear titanium(iii) methylene complex

Transmetallation of a zinc methylene complex [ZnI(tmeda)]2(μ-CH2) with a titanium(iii) chloride [TiCl3(tmeda)(thf)] produced a titanium methylene complex. The X-ray diffraction study displayed a dinuclear methylene structure [TiCl(tmeda)]2(μ-CH2)(μ-Cl)2. Treatment of an ester with the titanium methylene complex resulted in methylenation of the ester carbonyl to form a vinyl ether. The titanium methylene complex also reacted with a terminal olefin, resulting in olefin-metathesis and olefin-homologation. Cyclopropanation by methylene transfer from the titanium methylene proceeded by use of a 1,3-diene. The mechanistic study of the cyclopropanation reaction by the density functional theory calculations was also reported.

Mild olefin formationviabio-inspired vitamin B12photocatalysis

Dehydrohalogenation, or elimination of hydrogen-halide equivalents, remains one of the simplest methods for the installation of the biologically-important olefin functionality. However, this transformation often requires harsh, strongly-basic conditions, rare noble metals, or both, limiting its applicability in the synthesis of complex molecules. Nature has pursued a complementary approach in the novel vitamin B12-dependent photoreceptor CarH, where photolysis of a cobalt-carbon bond leads to selective olefin formation under mild, physiologically-relevant conditions. Herein we report a light-driven B12-based catalytic system that leverages this reactivity to convert alkyl electrophiles to olefins under incredibly mild conditions using only earth abundant elements. Further, this process exhibits a high level of regioselectivity, producing terminal olefins in moderate to excellent yield and exceptional selectivity. Finally, we are able to access a hitherto-unknown transformation, remote elimination, using two cobalt catalysts in tandem to produce subterminal olefins with excellent regioselectivity. Together, we show vitamin B12to be a powerful platform for developing mild olefin-forming reactions.

A Pd-Catalyzed Site-Controlled Isomerization of Terminal Olefins

An effective Pd-catalyzed isomerization of olefins with 2-PyPPh2 as the ligand is described. A wide variety of trans-2-olefins bearing various functional groups can be obtained with high regio- A nd stereoselectivity under mild reaction conditions. The ligand is crucial for the reaction.