1823-99-0

Basic information

• Product Name: 3-aminocinnamonitrile
• Synonyms: 3-aminocinnamonitrile;3-Amino-3-phenylpropenenitrile;3-Phenyl-3-aminoacrylonitrile;β-Aminobenzeneacrylonitrile;3-amino-3-phenylprop-2-enenitrile
• CAS NO: 1823-99-0
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17322
• EINECS: 217-355-4
• Mol File: 1823-99-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 379.7°Cat760mmHg
• Flash Point: 183.5°C
• Appearance: /
• Density: 1.101g/cm³
• Vapor Pressure: 5.73E-06mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 3-aminocinnamonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-aminocinnamonitrile(1823-99-0)
• EPA Substance Registry System: 3-aminocinnamonitrile(1823-99-0)

Safety Data

• Hazardous Substances Data: 1823-99-0(Hazardous Substances Data)

Usage

General Description

3-Aminocinnamonitrile is a chemical compound with the molecular formula C10H10N2. It is a derivative of the organic compound cinnamonitrile, which is commonly used in the synthesis of various pharmaceuticals and agrochemicals. 3-Aminocinnamonitrile is a versatile building block in organic synthesis, and has been used in the preparation of various important compounds, including insecticides and antiviral agents. Its structure contains both an amino group and a nitrile group, making it a valuable intermediate for the construction of complex organic molecules. The compound has also shown potential medicinal properties, and is currently being studied for its potential applications in drug discovery and development.

InChI:InChI=1/C9H8N2/c10-7-6-9(11)8-4-2-1-3-5-8/h1-6H,11H2/b9-6-

Upstream product

• 100-47-0 benzonitrile 
• 536-74-3 phenylacetylene 
• 614-16-4 Benzoylacetonitrile 
• 140-29-4 phenylacetonitrile 
• 75-05-8 acetonitrile 
• 60-29-7 diethyl ether 
• 99749-00-5 lithioacetonitrile 
• 14904-36-0 cis-trans-3--cinnamonitril 
• 14904-42-8 cis-trans-3-Trimethylsilylamino-cinnamonitril 
• 3755-96-2 (2Z)-3-bromo-3-phenylprop-2-enenitrile 

Downstream Products

• 71543-79-8 4-(4-methoxyphenyl)-2,6-diphenylnicotinonitrile 
• 54232-23-4 6-morpholin-4-yl-2,4-diphenyl-nicotinonitrile 
• 54232-27-8 6-morpholin-4-yl-4-phenyl-2-p-tolyl-nicotinonitrile 
• 54295-36-2 2-(4-chloro-phenyl)-6-morpholin-4-yl-4-phenyl-nicotinonitrile 
• 846550-70-7 5-cyano-2-methyl-6-phenyl-nicotinic acid ethyl ester 
• 68063-28-5 5-oxo-2,4-diphenyl-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carbonitrile 
• 853916-48-0 4-(2-methoxy-phenyl)-2,6-diphenyl-1,4-dihydro-pyridine-3,5-dicarbonitrile 
• 1563-41-3 2-(α-amino-benzyliden)-5-oxo-hex-3-enenitrile 
• 3435-29-8 4-Amino-6-phenylpyrimidine 
• 452070-10-9 4-methyl-2-phenyl-quinoline-3-carbonitrile 
• 33831-53-7 4-hydroxy-6-methyl-2-phenyl-nicotinonitrile 
• 1572-10-7 3⁽⁵⁾-phenylpyrazol-5⁽³⁾-amine 
• 614-16-4 Benzoylacetonitrile 
• 52028-95-2 β-amino-cinnamic acid amide 

Relevant articles and documents

Tetrasubstituted 1,3-Enynes by Gold-Catalyzed Direct C(sp2)-H Alkynylation of Acceptor-Substituted Enamines

A gold-catalyzed synthesis of tetrasubstituted 1,3-enynes from hypervalent iodine(III) reagents and activated alkenes is reported. This reaction involves an in situ formed alkynyl Au(III) species and a subsequent direct C(sp2)-H functionalization of alkenes, offering 26 enynes in 62-92% yield with excellent functional group tolerance.

Multi-component synthesis of 3-substituted indoles and their cyclisation to α-carbolines: Via I2-promoted intramolecular C2 oxidative amination/aromatisation at room temperature

Condensation of indoles, aldehydes and pyrazol-5-amine in the presence of ceric ammonium nitrate gives 3-substituted indoles. These then cyclise to α-carbolines at room temperature through I2-promoted intramolecular C2 amination and aromatisation in open air. A plausible mechanism is proposed based on some controlled experiments.

Tandem Thorpe Reaction/Palladium Catalyzed Asymmetric Allylic Alkylation: Access to Chiral β-enaminonitriles with Excellent Enantioselectivity

A new type of nucleophile, a 3-imino nitrile carbanion generated in situ by Thorpe reaction of acetonitrile with a base, was developed successfully and applied in a Pd-catalyzed asymmetric allylic alkylation with mono-substituted allyl reagents under Pd/S