71682-89-8

Basic information

• Product Name: 3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile
• Synonyms: 3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile
• CAS NO: 71682-89-8
• Molecular Formula: C₁₀H₇F₃N₂
• Molecular Weight: 212.1711896
• Mol File: 71682-89-8.mol

Chemical Properties

• Melting Point: 136-138 °C
• Boiling Point: 360.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.291±0.06 g/cm3(Predicted)
• PKA: 1?+-.0.70(Predicted)
• CAS DataBase Reference: 3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile(71682-89-8)
• EPA Substance Registry System: 3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile(71682-89-8)

Safety Data

• Hazardous Substances Data: 71682-89-8(Hazardous Substances Data)

Upstream product

• 455-18-5 4-CF₃C₆H₄CN 
• 75-05-8 acetonitrile 
• 2338-75-2 4-(Trifluoromethyl)phenylacetonitrile 

Downstream Products

• 1233219-54-9 3-acetylamino-3-(p-trifluoromethylphenyl)acrylonitrile 
• 71682-94-5 ω-cyano-4-trifluoromethylacetophenone 

Relevant articles and documents

Acid-promoted rapid solvent-free access to substituted 1,4-dihydropyridines from β-ketothioamides

β-Ketothioamides (KTAs) have been used as building blocks with aldehydes and β-enaminonitriles for synthesis of 1,4-dihydropyridines in the presence of AcOH under solvent-free conditions within 5 min. This new strategy exhibits remarkable features such as high chemoselectivity, mild reaction conditions, easily available substrates, and good yields.

Rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles

The rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles was investigated by using monophosphine and bisphosphine ligands. It was found that an Rh-QuinoxP complex exhibited high enantioselectivities for β-aryl substituted β-acetylamino acrylonitriles and the Rh-JosiPhos CyPF-t-Bu complex was proven to be effective for the hydrogenation of tetrasubstituted olefins from cyclic β-acetylamino acrylonitriles.

Highly efficient RhI-catalyzed asymmetric hydrogenation of β-amino acrylonitriles

(Figure Presented) It takes two to TangPhos: β-Amino acrylonitriles can be readily prepared from acetonitriles. Both of the E/Z isomers undergo hydrogenation with excellent enantioselectivity by using the Rh-TangPhos (TangPhos = l, 1'-ditert-butyl-(2, 2')-diphospholane) catalyst system. The products, chiral β-amino nitriles, are valuable chiral building blocks for many drugs.

A new expedient route to 2,6-diaryl-3-cyano-4- (trifluoromethyl)pyridines

1-Aryl-4,4,4-trifluoro-1,3-butanediones 1 react with β-amino-β- arylacrylonitrile 2, readily available from acetonitrile with aryl nitriles in the presence of potassium t-butoxide, to afford the corresponding 2,6- diaryl-3-cyano-4-(trifluoromethyl)pyridin

Potential antiarthritic agents. II. Benzoylacetonitriles and β-aminocinnamonitriles

Benzoylacetonitrile and β-aminocinnamonitrile are shown to possess potent intiinflammatory activity in the rat adjuvant arthritis model. In a series of phenyl-substituted analogues, only o-, m-, and p-fluorobenzoylacetonitrile and m- and p-fluoro-β-aminocinnamonitrile retained activity. Additionally, β-amino-2- and β-amino-3-thiopheneacrylonitrile and β-oxo-2- and β-oxo-3-thiophenepropionitrile exhibited similar activity. These agents are not believed to be acting via prostaglandin synthetase inhibition. The metabolic profile of benzoylacetonitrile is also described.