20374-48-5

Basic information

• Product Name: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID
• Synonyms: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID
• CAS NO: 20374-48-5
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Mol File: 20374-48-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 199-202
• Boiling Point: 352.5 °C at 760 mmHg
• Flash Point: 167 °C
• Appearance: /
• Density: 1.239±0.06 g/cm3(Predicted)
• Vapor Pressure: 1.42E-05mmHg at 25°C
• PKA: 0.75±0.10(Predicted)
• CAS DataBase Reference: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID(20374-48-5)
• EPA Substance Registry System: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID(20374-48-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 20374-48-5(Hazardous Substances Data)

Usage

General Description

2-Cyano-3-(4-methylphenyl)acrylic acid is a chemical compound that is often involved in the synthesis of pharmaceuticals and other chemical research. It is part of the family of chemicals known as cyanocarboxylic acids and derives from an acrylic acid and a toluene. 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID is typically a solid that needs to be stored in a cool, ventilated and dry place. As with any chemical, it should be handled with the appropriate safety measures to mitigate the risk of skin and eye irritation, complications if ingested or inhaled, and its potential environmental hazards. Its precise make-up and potential uses in synthesising other chemicals give it value in the chemical and pharmaceutical industry.

InChI:InChI=1/C11H9NO2/c1-8-2-4-9(5-3-8)6-10(7-12)11(13)14/h2-6H,1H3,(H,13,14)/p-1/b10-6+

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 23297-32-7 cyanoacetate 
• 104-87-0 4-methyl-benzaldehyde 
• 35121-92-7 3-(4-methylphenyl)-prop-2-enyl nitrile 

Relevant articles and documents

trans-Selective hydrocyanation of ynoates, ynones and ynoic acids catalyzed by nucleophilic phosphines

trans-Selective hydrocyanation of ynoates and ynones in the presence of TMSCN and an alcohol additive are catalyzed by nucleophilic phosphines. The trisubstituted E-olefin products of anti-addition of hydrogen cyanide to the alkyne are produced with high regio- and stereoselectivity. The alcohol additive reacts with TMSCN to produce hydrogen cyanide in situ. Ynoic acids undergo the phosphine catalyzed hydrocyanation in the presence of TMSCN under aprotic conditions only. In these reactions, TMSCN reacts with the acid to generate hydrogen cyanide and the silyl ester which, unlike the acid, undergoes phosphine catalyzed hydrocyanation and gives the stereo-defined E-2-cyano-acrylic acids after work up.

Tyrphostins I: Synthesis and Biological Activity of Protein Tyrosine Kinase Inhibitors

A novel class of low molecular weight proteine kinase inhibitors is described.These compounds consitute a systematic series of molecules with a progressive increase in affinity toward the substrate site of the EGF receptor kinase domain.These competitive inhibitors also effectively block the EGF-dependent autophosphorylation of the receptor.The potent EGF receptor kinase blockers examined were found to competitively inhibit the homologous insulin receptor kinase at 102-103 higher inhibitor concentrations in spite of the significant homology between these protein tyrosine kinases.These results demonstrate the ability to synthesize selective tyrosine kinase inhibitors.The most potent EGF receptor kinase inhibitors also inhibit the EGF-dependent proliferation of A431/clone 15 cells with little or no effect on EGF independent cell growth.These results demonstrate the potential use of protein tyrosine kinase inhibitors as selective antiproliferative agents for proliferative diseases caused by the hyperactivity of protein tyrosine kinases.We have suggested the name "tyrphostins" for this class of antiproliferative compounds which act as protein tyrosine kinase blockers.