68195-05-1

Basic information

• Product Name: Benzenepropanal, b-(ethylthio)-
• CAS NO: 68195-05-1
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• Mol File: 68195-05-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenepropanal, b-(ethylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanal, b-(ethylthio)-(68195-05-1)
• EPA Substance Registry System: Benzenepropanal, b-(ethylthio)-(68195-05-1)

Safety Data

• Hazardous Substances Data: 68195-05-1(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 75-08-1 ethanethiol 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 68195-09-5 4-(3-ethylsulfanyl-3-phenyl-propylidene)-2-phenyl-4H-oxazol-5-one 
• 1321898-28-5 (E)-5-(ethylthio)-1,5-diphenylpent-1-en-3-one 
• 1321898-29-6 (E)-1-cyclopropyl-5-(ethylthio)-5-phenylpent-1-en-3-one 
• 1321898-31-0 (E)-1-(ethylthio)-1-phenylundec-4-en-3-one 
• 1321898-30-9 (E)-1-(ethylthio)-1,7-diphenylhept-4-en-3-one 
• 1258408-50-2 (R,E)-5-ethylthio-5-phenyl-1-trimethylsilylpent-1-en-3-one 
• 1258408-48-8 (R,E)-1-ethylthio-1-phenylnon-4-en-3-one 
• 1258408-68-2 (S,E)-1-ethylthio-1-phenylnon-4-en-3-one 
• 1258408-67-1 (S,E)-5-ethylthio-1,5-diphenylpent-1-en-3-one 
• 1258408-43-3 (R,E)-5-ethylthio-1,5-diphenylpent-1-en-3-one 
• 1258408-52-4 (R,E)-1-cyclopropyl-5-ethylthio-5-phenylpent-1-en-3-one 
• 1258408-51-3 (R,E)-1-cyclohexyl-5-ethylthio-5-phenylpent-1-en-3-one 
• 1258408-49-9 (R,E)-1-ethylthio-6,6-dimethyl-1-phenylhept-4-en-3-one 
• 68195-14-2 2-amino-5-ethylthio-5-phenylpentanoic acid 

Relevant articles and documents

N-Heterocyclic carbene-catalyzed sulfa-Michael addition of enals

An efficient N-heterocyclic carbene (NHC) catalyzed sulfa-Michael addition (SMA) between enals and thiols has been developed. Under the catalysis of 10 mol% stable free carbene IPr and with 20 mol% hexafluoroisopropanol (HFIP) as an additive, enals react with a variety of thiols to afford the SMA adducts in 54-98% yields. In this process, the free carbene preferentially interacts with thiols through hydrogen-bonding and no NHC-catalyzed extended Umpolung transformations were observed.

Rhodium-catalysed intermolecular alkyne hydroacylation: The enantioselective synthesis of α- and β-substituted ketones by kinetic resolution

Chemical Equation Presented Cleared up! Intermolecular alkyne hydroacylation represents a new addition to the range of transition- metalcatalysed hydroacylation reactions that can be performed in an enantioselective manner. By using a kinetic resolution procedure, both racemic α- and βsubstituted aldehydes can be converted into the corresponding enantiomerically enriched substituted enone products (see scheme).

Rhodium-catalyzed intermolecular chelation controlled alkene and alkyne hydroacylation: Synthetic scope of β-S-substituted aldehyde substrates

The use of β-S-substituted aldehydes in rhodium-catalyzed intermolecular hydroacylation reactions is reported. Aldehydes substituted with either sulfide or thioacetal groups undergo efficient hydroacylation with a variety of electron-poor alkenes, such as enoates, in Stetter-like processes and with both electron-poor and neutral alkynes. In general, the reactions with electron-poor alkenes demonstrate good selectivity for the linear regioisomer, and the reactions with alkynes provide enone products with excellent selectivity for the E-isomers. The scope of the process was shown to be broad, tolerating a variety of substitution patterns and functional groups on both reaction components. A novel CN-directing effect was shown to be responsible for reversing the regioselectivity in a number of alkyne hydroacylation reactions. Catalyst loadings as low as 0.1 mol % were achievable.