122940-69-6

Basic information

• Product Name: 3-Hydroxy-5,5-bis-methylsulfanyl-3-phenyl-pent-4-enenitrile
• Synonyms: 3-Hydroxy-5,5-bis-methylsulfanyl-3-phenyl-pent-4-enenitrile
• CAS NO: 122940-69-6
• Molecular Weight: 265.4
• Mol File: 122940-69-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-Hydroxy-5,5-bis-methylsulfanyl-3-phenyl-pent-4-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-5,5-bis-methylsulfanyl-3-phenyl-pent-4-enenitrile(122940-69-6)
• EPA Substance Registry System: 3-Hydroxy-5,5-bis-methylsulfanyl-3-phenyl-pent-4-enenitrile(122940-69-6)

Safety Data

• Hazardous Substances Data: 122940-69-6(Hazardous Substances Data)

Upstream product

• 13636-88-9 3,3-bis(methylthio)-1-phenylprop-2-en-1-one 
• 75-05-8 acetonitrile 
• 99749-00-5 lithioacetonitrile 

Downstream Products

• 3044-71-1 2,6-dimethyl-4-phenylpyridine 
• 939-23-1 p-phenylpyridine 
• 122913-44-4 1,1-bis(methylthio)-4-cyano-3-phenyl-1,3-butadiene 
• 122913-45-5 2,6-bis(methylthio)-4-phenylpyridine 
• 128736-34-5 2-bromo-6-(methylthio)-4-phenylpyridine 

Relevant articles and documents

CYCLOAROMATIZATION OF α-OXOKETENE DITHIOACETALS WITH LITHIOACETONITRILE AND LITHIOPROPIONITRILE: A FACILE ROUTE TO SUBSTITUTED AND ANNELATED PYRIDINES

The enolacetals 2 obtained by 1,2-addition of lithioacetonitrile or lithiopropionitrile to α-oxoketene dithioacetals 1 undergo intramolecular Ritter reaction accompanied with 1,3-MeS shift in the presence of phosphoric acid to affort a variety of substituted and annelated 2,6-bis(methylthio)pyridines 3 and 4 respectively in good yields.Cyclization of 2 in the presence of bromine and acetic acid yielded the corresponding 2-bromo-6-methylthio-4,5-substituted and annelated pyridines 9 in good yields.The bis(methylthio) groups in 3 could either be removed with RaneyNickel or replaced by methyl group in the presence of triphenylphosphine-Nickel chloride complex to afford the corresponding desulfurized (8) or methylated (15) pyridines in good yields.Attempted cyclization of enolacetals 2a, 2p and 2s in the presence of borontrifluoride etherate and methanol yielded only the dienes 14a-b and β-cyanomethyl-α,β-unsaturated ester 14c respectively.