14068-28-1

Basic information

• Product Name: 2-(quinolin-2-yl)acetonitrile
• Synonyms: 2-(quinolin-2-yl)acetonitrile;2-Quinolineacetonitrile
• CAS NO: 14068-28-1
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.19
• Mol File: 14068-28-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(quinolin-2-yl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(quinolin-2-yl)acetonitrile(14068-28-1)
• EPA Substance Registry System: 2-(quinolin-2-yl)acetonitrile(14068-28-1)

Safety Data

• Hazardous Substances Data: 14068-28-1(Hazardous Substances Data)

Upstream product

• 612-62-4 2-Chloroquinoline 
• 75-05-8 acetonitrile 

Downstream Products

• 98802-10-9 [2]quinolyl-(4-dimethylamino-phenylimino)-acetonitrile 
• 284477-00-5 quinoline-2-acetic acid 
• 52249-48-6 quinoline-2-acetic acid methyl ester 
• 101068-27-3 α-(2-quinolyl)-2,4,6-trihydroxyacetophenone 
• 147642-50-0 3-amino-2-benzyl-7-nitro-4-(2-quinolyl)-1,2-dihydroisoquinolin-1-one 
• 144459-22-3 7-Nitro-1,1-dioxo-2-phenyl-4-quinolin-2-yl-1,2-dihydro-1λ⁶-benzo[e][1,2]thiazin-3-ylamine 
• 129298-16-4 2-Amino-1-benzyl-3-(quinolin-2-yl)pyrrolo<2,3-b>quinoxaline 
• 128914-79-4 1-Chloro-3-cyano-3-(1,2-dihydroquinolin-2-ylidene)propan-2-one 

Relevant articles and documents

Photostimulated Reactions of 2-Bromopyridine and 2-Chloroquinoline with Nitrile-Stabilized Carbanions and Certain Other Nucleophiles

Potassiophenylacetonitrile (2) reacts with 2-bromopyridine (1) and 2-chloroquinoline (4) via the SRN1 mechanism when the reactants are exposed to near-UV light in liquid NH3.Potassioacetonitrile (6) reacts similarly with 1 and 4 upon photostimulation; however, the photo-SRN1 reaction with 1 is accompanied by SNAr2 amination which becomes the major reaction in the dark or in the presence of di-tert-butyl nitroxide.Substrate 4 undergoes competing SNAr2 amination with amide ion to form 2-aminoquinoline (10) and SN(ANRORC) reactions with both amide ion and carban ion 6 to form 3-methylquinazoline (11) and 2-methyl-3-cyanoquinoline (12), respectively.Formation of 12 becomes the major pathway in reactions between 4 and 6 carried out in the dark. 4-Picolylpotassium (14) reacts with 1, 4, and 4-bromopyridinium chloride (16) under photostimulation to form the appropriate dihetarylmethanes, along with the corresponding amino heterocycles.Amination of 1, 4, and 16 predominates when these reactions are carried out in the dark.Ammonium thiophenoxide (20) undergoes a slow photo-SRN1 reaction with 1 but fails to produce the expected 2-quinolyl phenyl sulfide with 4 after 2 h of irradiation.Potassium salts of acetylene, phenylacetylene, and phthalimide do not react with 1 or 4 after 2 h of exposure to near-UV light.