5296-21-9

Basic information

• Product Name: 3-PHENYLTHIO-1,2-EPOXYPROPANE
• Synonyms: 3-PHENYLTHIO-1,2-EPOXYPROPANE
• CAS NO: 5296-21-9
• Molecular Formula: C₉H₁₀OS
• Molecular Weight: 166.24
• Mol File: 5296-21-9.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-PHENYLTHIO-1,2-EPOXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYLTHIO-1,2-EPOXYPROPANE(5296-21-9)
• EPA Substance Registry System: 3-PHENYLTHIO-1,2-EPOXYPROPANE(5296-21-9)

Safety Data

• Hazardous Substances Data: 5296-21-9(Hazardous Substances Data)

Usage

General Description

3-Phenylthio-1,2-epoxypropane is a chemical compound with the molecular formula C9H10OS. It belongs to the class of compounds known as epoxides, which are important intermediates in organic synthesis. This specific compound is also known as phenylthiomethyleneoxyethane and has a faint, sulfurous odor. It is primarily used in the synthesis of various organic compounds and pharmaceuticals. 3-Phenylthio-1,2-epoxypropane has potential applications in polymer chemistry and as a precursor in the production of other industrial chemicals. However, it is important to handle this compound with care as it may be harmful if inhaled or ingested.

Upstream product

• 115378-16-0 1-chloro-3-(phenylthio)propan-2-ol 
• 3111-52-2 potassium thiophenolate 
• 106-89-8 epichlorohydrin 
• 108-98-5 thiophenol 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 882-33-7 diphenyldisulfane 
• 5296-64-0 allyl phenyl thioether 

Downstream Products

• 66307-18-4 1-(4-phenyl-piperazin-1-yl)-3-phenylsulfanyl-propan-2-ol 
• 110080-36-9 1-phenylsulfanyl-3-(4-p-tolyl-piperazino)-propan-2-ol 
• 110080-79-0 1-phenylsulfanyl-3-(4-m-tolyl-piperazino)-propan-2-ol 
• 109806-72-6 1-[4-(4-chloro-phenyl)-piperazino]-3-phenylsulfanyl-propan-2-ol 
• 66307-35-5 1-phenylsulfanyl-3-(4-o-tolyl-piperazin-1-yl)-propan-2-ol 
• 102167-24-8 1-[4-(2-methoxy-phenyl)-piperazino]-3-phenylsulfanyl-propan-2-ol 
• 102453-71-4 1-[4-(2-ethoxy-phenyl)-piperazino]-3-phenylsulfanyl-propan-2-ol 
• 109808-64-2 1-[4-(3-chloro-phenyl)-piperazino]-3-phenylsulfanyl-propan-2-ol 
• 18368-34-8 1-(2-morpholin-4-yl-ethoxy)-3-phenylsulfanyl-propan-2-ol 
• 63540-11-4 [(E)-3-(2-Methyl-allyloxy)-propenylsulfanyl]-benzene 
• 94821-48-4 4-Dimethylamino-1-(2-hydroxy-3-phenylsulfanyl-propyl)-pyridinium; perchlorate 
• 94821-50-8 1-(2-Hydroxy-3-phenylsulfanyl-propyl)-4-phenyl-pyridinium; perchlorate 
• 115413-14-4 1-Phenylsulfanyl-3-(2,2,2-trichloro-ethoxy)-propan-2-ol 
• 5149-48-4 3-(phenylthio)-1,2-propanediol 

Relevant articles and documents

Diastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines

A highly diastereoselective desymmetrization of p-quinamines via regioselective ring opening of epoxides and aziridines under mild conditions has been developed. A chairlike six-membered transition state with minimized 1,3-diaxial interactions explains the relative stereoselectivity of the cyclization reaction. This transition-metal free [3 + 3] annulation reaction provides rapid access to fused bicyclic morpholines and piperazines with a tetrasubstituted carbon center in high yields. In addition, it also allows the synthesis of enantioenriched products by using easily accessible chiral nonracemic epoxides and aziridines.

Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis

Chemo- and regio-selective epoxide phenolysis is reported for the first time under neutral condition catalysed by silver nanoparticles. Other metal nanoparticles (e.g., Au, Pd, Cu, In, and Ru) are less effective. The choice of solvent is critical with 2-propanol being the best followed by DEF. Amongst various stabilisers used (surfactants, PEGs, tetra-alkylammonium halides) the tetra-alkylammonium halides are found to be the most effective (TBAF > TBAB > TBACl > TBAI). The role of the silver nanoparticles is envisaged as synchronous mode epoxide-phenol dual activation via a cooperative network of coordination, anion-π interaction, and hydrogen bond. The silver nanoparticles are recovered and reused for five consecutive times. The reaction has been used for the synthesis of propranolol and naftopidil as a few representative cardiovascular drugs.

Al(OTf)3-mediated epoxide ring-opening reactions: Toward piperazine-derived physiologically active products

(Chemical Equation Presented) Al(OTf)3 is a good catalyst for the ring opening of epoxides, forming β-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molec