22188-06-3

Basic information

• Product Name: (Z)-2-phenyl-3-(pyridin-2-yl)acrylonitrile
• Synonyms: (Z)-2-phenyl-3-(pyridin-2-yl)acrylonitrile
• CAS NO: 22188-06-3
• Molecular Weight: 206.247
• Mol File: 22188-06-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (Z)-2-phenyl-3-(pyridin-2-yl)acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-phenyl-3-(pyridin-2-yl)acrylonitrile(22188-06-3)
• EPA Substance Registry System: (Z)-2-phenyl-3-(pyridin-2-yl)acrylonitrile(22188-06-3)

Safety Data

• Hazardous Substances Data: 22188-06-3(Hazardous Substances Data)

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 140-29-4 phenylacetonitrile 
• 586-98-1 2-Hydroxymethylpyridine 
• 25379-20-8 2-phenylindolizine 

Downstream Products

• 108476-05-7 (2RS,3RS)-2,3-dibromo-2-phenyl-3-[2]pyridyl-propionitrile 
• 84548-53-8 2-amino-5-cyano-6-ethylthio-3-phenyl-4-(2-pyridyl)pyridine 
• 84548-50-5 2-amino-5-cyano-6-ethylthio-3-phenyl-4-(2-pyridyl)-3,4-dihydropyridine 

Relevant articles and documents

Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions

Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.

Replacement Substituent Constants for Simple Heterocycles

13C nmr absorptions are reported for the β-vinylic carbon atoms in 15 series of ethylenes bearing heterocyclic substituents.The data are used to establish the best single-parameter substituent constants, ?13, for the various heterocycles as replacements for para-substituted benzenes.Also reported are replacement dual substituent constants, including ?I and the various ?R scales needed in the Taft DSP treatment and those for F and R used in the Swain-Lupton treatment.Values of ?13, F, R, ?I, and ?Ro, respectively, for the various heterocycles as replacements for para-substituted benzenes are as follows: 2-furyl, -1.01 , 0.99, -2.51, 0.65, -0.60; 2-pyrryl, -2.53, 0.52, -5.09, -0.16, -0.62; 2-thienyl, -0.79, 2.49, -3.60, 1.82, -1.08; 3-thienyl, -0.40, 1.04, -1.57, 0.59, -0.39; 2-pyridyl, 0.88, 2.09, -0.24, 1.65, -0.45; 3-pyridyl, 0.60, 0.57, 0.63, 0.35, 0.04; and 4-pyridyl, 1.18, 1.22, 1.09, 0.92, -0.01.The DSP-NLR method of analysis is explored using electron demand parameters, ε, as determined for the vinylic side chains in para-substituted styrenes.