30154-21-3

Basic information

• Product Name: 4-Pentenenitrile, 5-phenyl-, (E)-
• CAS NO: 30154-21-3
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Mol File: 30154-21-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 4-Pentenenitrile, 5-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenenitrile, 5-phenyl-, (E)-(30154-21-3)
• EPA Substance Registry System: 4-Pentenenitrile, 5-phenyl-, (E)-(30154-21-3)

Safety Data

• Hazardous Substances Data: 30154-21-3(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 107-13-1 acrylonitrile 
• 42599-24-6 E-styryl iodide 
• 588-73-8 (Z)-β-bromostyrene 
• 28525-69-1 (4E)-5-phenyl-4-pentenoic acid 
• 591-50-4 iodobenzene 
• 592-51-8 4-Pentenenitrile 
• 104-55-2 3-phenyl-propenal 
• 1198-34-1 2-Phenylcyclopentanone 
• 83849-01-8 2-phenylcyclopentan-1-one oxime 
• 108-86-1 bromobenzene 
• 120-92-3 cyclopentanone 
• 536-74-3 phenylacetylene 
• 36884-75-0 (E)-5-phenylpent-4-enal 

Downstream Products

• 1613582-46-9 (E)-N-(4-toluenesulfonyl)-1,1-dimethyl-5-phenylpent-4-enylamine 

Relevant articles and documents

Iminyl-Radical-Promoted C-C Bond Cleavage/Heck-Like Coupling via Dual Cobaloxime and Photoredox Catalysis

We report herein an unprecedented protocol for radical-olefin coupling of α-imino-oxy acids and alkenes for the synthesis of alkene-containing nitriles via synergistic photoredox and cobaloxime catalysis. With visible-light irradiation, the transformation

Photoinduced C—C Bond Cleavage and Oxidation of Cycloketoxime Esters

A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano-containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late-stage modification of complex and chiral molecules have also been reported.

Synthesis of trans-disubstituted alkenes by cobalt-catalyzed reductive coupling of terminal alkynes with activated alkenes

A cobalt-catalyzed reductive coupling of terminal alkynes, RC≡CH, with activated alkenes, R'CH=CH2, in the presence of zinc and water to give functionalized trans-disubstituted alkenes, RCH=CHCH2CH 2R', is described. A variety of aromatic terminal alkynes underwent reductive coupling with activated alkenes including enones, acrylates, acrylonitrile, and vinyl sulfones in the presence of a CoCl2/P(OMe) 3/Zn catalyst system to afford 1,2-trans-disubstituted alkenes with high regio- and stereoselectivity. Similarly, aliphatic terminal alkynes also efficiently participated in the coupling reaction with acrylates, enones, and vinyl sulfone, in the presence of the CoCl2/P(OPh)3/Zn system providing a mixture of 1,2-trans- and 1,1-disubstituted functionalized terminal alkene products in high yields. The scope of the reaction was also extended by the coupling of 1,3-enynes and acetylene gas with alkenes. Furthermore, a phosphine-free cobalt-catalyzed reductive coupling of terminal alkynes with enones, affording 1,2-trans-disubstituted alkenes as the major products in a high regioisomeric ratio, is demonstrated. In the reactions, less expensive and air-stable cobalt complexes, a mild reducing agent (Zn) and a simple hydrogen source (water) were used. A possible reaction mechanism involving a cobaltacyclopentene as the key intermediate is proposed. Copyright