223243-87-6

Basic information

• Product Name: 2-Pentenoic acid, 4-phenyl-, (2E)-
• CAS NO: 223243-87-6
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol File: 223243-87-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 4-phenyl-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 4-phenyl-, (2E)-(223243-87-6)
• EPA Substance Registry System: 2-Pentenoic acid, 4-phenyl-, (2E)-(223243-87-6)

Safety Data

• Hazardous Substances Data: 223243-87-6(Hazardous Substances Data)

Upstream product

• 141-82-2 malonic acid 
• 34713-70-7 2-Phenylpropanal 
• 631-64-1 dibromoacetic acid 
• 3095-95-2 diethylphosphonoacetic acid 

Relevant articles and documents

Mild zinc-promoted Horner-Wadsworth-Emmons reactions of diprotic phosphonate reagents

We report the development of a mild protocol for the Horner-Wadsworth- Emmons reaction of diprotic phosphonates that makes use of a zinc triflate promoter in the presence of mild ter-tiary amine bases to produce α,β-unsaturated carboxylic acids and amides. Georg Thieme Verlag Stuttgart.

(E)-Selective hydrolysis of (E,Z)-α,β-unsaturated nitriles by the recombinant nitrilase AtNIT1 from Arabidopsis thaliana

From stereoisomeric α,β-unsaturated nitriles (E,Z)-1, the recombinant nitrilase AtNIT1 from Arabidopsis thaliana hydrolyses the (E)-isomers exclusively to the corresponding (E)-carboxylic acids (E)-2 with high specificity. The (E)-selectivity can also be utilised for the preparation of the isomerically pure nitriles (Z)-1. From (E,Z)-2-hydroxycinnamonitrile (E,Z)-3, the otherwise difficult obtainable (Z)-3 was prepared in 66% isolated yield. With β,γ-unsaturated (E,Z)-3-heptenenitrile (E,Z)-4, however, (E)-selectivity was not observed. AtNIT1 exhibits not only diastereoselectivity but also regioselectivity. From a mixture of the four isomers A-D of 3-(2-cyanocyclohex-3-enyl)propenenitrile 6, exclusively isomer D ((E)-cis-6) was hydrolysed to 3-(2-cyanocyclohex-3-enyl)propenoic acid (E)-cis-7, as stated by X-ray crystal structure. Only after complete conversion of D and high enzyme concentrations, isomer C ((E)-trans-6) was hydrolysed to a small extent.

SiO2 catalysed expedient synthesis of [E]-3-alkenoic acids in dry media

Aliphatic aldehydes with α-hydrogens and malonic acid undergo decarboxylative condensation on the surface of SiO2 when subjected to microwave irradiation generating βγ-unsaturated acids in high yields.