14485-09-7

Basic information

• Product Name: 2-phenylacrylamide
• Synonyms: 2-phenylacrylamide
• CAS NO: 14485-09-7
• Molecular Weight: 147.177
• Mol File: 14485-09-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-phenylacrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylacrylamide(14485-09-7)
• EPA Substance Registry System: 2-phenylacrylamide(14485-09-7)

Safety Data

• Hazardous Substances Data: 14485-09-7(Hazardous Substances Data)

Upstream product

• 13466-30-3 (1-phenylethylidene)hydrazine 
• 98-86-2 acetophenone 
• 201230-82-2 carbon monoxide 
• 51246-20-9 1-phenyl-1-iodoethylene 
• 872-85-5 pyridine-4-carbaldehyde 
• 492-38-6 2-phenylacrylic acid 
• 536-74-3 phenylacetylene 
• 51491-68-0 2-phenylacrylyl chloride 
• 151073-86-8 1-phenyl-1-ethenylzinc bromide 
• 3019-71-4 Trichloroacetyl isocyanate 

Downstream Products

• 492-38-6 2-phenylacrylic acid 
• 1445778-71-1 S-(3-amino-3-oxo-2-phenylpropyl)ethanethioate 
• 6120-96-3 1-phenyl-1-cyclopropanecarboxamide 
• 1022-66-8 3-phenyl-1,2,3,4-tetrahydro-2-quinolone 
• 1128278-83-0 2-phenyl-1-(1H-pyrrol-1-yl)prop-2-en-1-one 
• 60312-75-6 5-(3-bromo-phenyl)-1-methyl-1H-pyrimidin-4-one 
• 60312-74-5 1-methyl-5-(3-trifluoromethyl-phenyl)-1H-pyrimidin-4-one 

Relevant articles and documents

Visible-Light-Mediated Heterocycle Functionalization via Geometrically Interrupted [2+2] Cycloaddition

The [2+2] photocycloaddition is the most valuable and intensively investigated photochemical process. Here we demonstrate that irradiation of N-acryloyl heterocycles with blue LED light (440 nm) in the presence of an IrIII complex leads to efficient and high yielding fused γ-lactam formation across a range of substituted heterocycles. Quantum calculations show that the reaction proceeds via cyclization in the triplet excited state to yield a 1,4-diradical; intersystem crossing leads preferentially to the closed shell singlet zwitterion. This is geometrically restricted from undergoing recombination to yield a cyclobutane by the planarity of the amide substituent. A prototropic shift leads to the observed bicyclic products in what can be viewed as an interrupted [2+2] cycloaddition.

Pyridine-Enabled C-N Bond Activation for the Rapid Construction of Amides and 4-Pyridylglyoxamides by Cooperative Palladium/Copper Catalysis

A pyridine-enabled C-N bond activation of peptidomimetics employing cooperative palladium/copper catalysis in water is developed. Diverse amides and 4-pyridylglyoxamides are simultaneously synthesized through two steps from commercially available materials in a rapid, environmentally friendly, and high atom-economical manner.

Hydroaminocarbonylation of Alkynes to Produce Primary α,β-Unsaturated Amides Using NH4HCO3 Dually as Ammonia Surrogate and Br?nsted Acid Additive

By using NH4HCO3 dually as ammonia surrogate and Br?nsted acid additive, the production of primary α,β-unsaturated amides via hydroaminocarbonylation of alkynes was accomplished efficiently. The advantages of using the solid and inexpensive NH4HCO3 included: (1) the facile and clean manipulation without presence of stinky gaseous NH3 or liquids organic amines, (2) the inhibition of the subsequent dehydration and hydrolysis of amides due to its weak basicity, and (3) the facilitated formation of Pd?H catalytic active species by the released H2CO3 serving as a weak Br?nsted acid additive. In addition, the diphopshine of Dppp with the natural bite angle (βn) of 91° was found indispensable to spur the performance of the palladium catalyst for this reaction. Both terminal and internal phenylacetylene derivatives could be used as the substrates, affording the corresponding primary α,β-unsaturated amides in good yields along with excellent regio-selectivities to the branched ones.