479623-83-1

Basic information

• Product Name: (+/-)-(Z)-5-phenyl-4-(p-tolylsulfenyl)pent-4-en-3-ol
• Synonyms: (+/-)-(Z)-5-phenyl-4-(p-tolylsulfenyl)pent-4-en-3-ol
• CAS NO: 479623-83-1
• Molecular Weight: 284.422
• Mol File: 479623-83-1.mol

Chemical Properties

• CAS DataBase Reference: (+/-)-(Z)-5-phenyl-4-(p-tolylsulfenyl)pent-4-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(Z)-5-phenyl-4-(p-tolylsulfenyl)pent-4-en-3-ol(479623-83-1)
• EPA Substance Registry System: (+/-)-(Z)-5-phenyl-4-(p-tolylsulfenyl)pent-4-en-3-ol(479623-83-1)

Safety Data

• Hazardous Substances Data: 479623-83-1(Hazardous Substances Data)

Upstream product

• 24182-84-1 (Z)-styryl(p-tolyl)sulfane 
• 123-38-6 propionaldehyde 
• 92550-70-4 4-methylphenylstyryl sulfide 

Downstream Products

• 479623-89-7 (+/-)-(Z)-5-phenyl-4-(p-tolylsulfonyl)pent-4-en-3-ol 
• 30506-35-5 butyl(p-tolyl)sulfoxide 

Relevant articles and documents

Asymmetric claisen rearrangements on chiral vinyl sulfoxides

Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C-5 provide γ-δ-unsaturated aldehydes or ketones with up to two consecutive asymmetric centers in the molecule whilst preserving a useful vinyl su

Nucleophilic epoxidation of α′-hydroxy vinyl sulfoxides

The nucleophilic epoxidation of a variety of α′-(1-hydroxyalkyl) vinyl sulfones and sulfoxides has been studied. The sulfones give rise to anti oxiranes with modest (E) or excellent (Z) selectivities and in good yields. The (E)-sulfoxides display low reactivity within a reinforcing/nonreinforcing scenario. The use of t-BuOOLi in Et2O allows for a highly syn-selective epoxidation-oxidation. The (Z)-sulfoxides display a remarkably high reactivity under these conditions. The reinforcing (S,Ss) diastereomers (3e-g) yield hydroxy sulfinyl oxiranes with high yields and selectivities. In contrast, the (R,Ss) diastereomers (4e-g) show diminished reactivities and a very substrate-dependent stereochemical outcome. The structure of these oxiranes has been secured by chemical correlations and an X-ray crystal structure.