27302-13-2

Basic information

• Product Name: isoquinolin-1-yl(phenyl)acetonitrile
• CAS NO: 27302-13-2
• Molecular Formula: C₁₇H₁₂N₂
• Molecular Weight: 244.2906
• Mol File: 27302-13-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 420°C at 760 mmHg
• Flash Point: 138.1°C
• Density: 1.181g/cm³
• Vapor Pressure: 2.91E-07mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: isoquinolin-1-yl(phenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: isoquinolin-1-yl(phenyl)acetonitrile(27302-13-2)
• EPA Substance Registry System: isoquinolin-1-yl(phenyl)acetonitrile(27302-13-2)

Safety Data

• Hazardous Substances Data: 27302-13-2(Hazardous Substances Data)

Upstream product

• 19493-44-8 1-chloroisoquinoline 
• 140-29-4 phenylacetonitrile 
• 119-65-3 isoquinoline 
• 23724-93-8 1-Methoxyisochinolin 
• 1532-72-5 isoquinoline N-oxide 

Downstream Products

• 6907-59-1 1-benzylisoquinoline 
• 16576-23-1 1-benzoylisoquinoline 

Relevant articles and documents

Photoredox Catalyzed Trifluoromethyl Radical-Triggered Trifunctionalization of 5-Hexenenitriles via Cyano Migration

A photoredox catalyzed trifluoromethyl radical-triggered trifunctionalization of 5-hexenenitriles via cyano group migration is reported. The cyano group migration is of high chemo-selectivity even in the presence of aryl or heteroaryl groups as competitors. This protocol provides a facile access to a broad scope of CF3-containing compounds with high molecular complexity and functional group diversity. The success of gram-scale reaction and the versatility of products in derivative synthesis illustrate the potential value of this transformation in synthetic chemistry. (Figure presented.).

REACTIONS OF β-BROMO-N-HETEROAROMATICS WITH PHENYLACETONITRILE

The reaction of 3-bromopyridine with phenylacetonitrile in the presence of NaH in THF gave a simple substitution product, α-phenyl-3-pyridineacetonitrile, whereas the reaction of 5-bromopyrimidine with phenylacetonitrile under similar conditions gave a ring-transformation product, 2-amino-5-bromo-3-phenylpyridine. 3-Bromoquinoline and 4-bromoisoquinoline underwent the former type reaction, while 3-bromo- and 3-chloroisoquinolines were converted into 2-amino-3-phenyl-1-naphthalenecarbonitrile according to the latter type reaction.