104171-24-6

Basic information

• Product Name: Oxiranemethanol, 3-(4-chlorophenyl)-, (2R,3R)-
• CAS NO: 104171-24-6
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Mol File: 104171-24-6.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Oxiranemethanol, 3-(4-chlorophenyl)-, (2R,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranemethanol, 3-(4-chlorophenyl)-, (2R,3R)-(104171-24-6)
• EPA Substance Registry System: Oxiranemethanol, 3-(4-chlorophenyl)-, (2R,3R)-(104171-24-6)

Safety Data

• Hazardous Substances Data: 104171-24-6(Hazardous Substances Data)

Upstream product

• 24393-52-0 ethyl (E)-3-(4-chlorophenyl)prop-2-enoate 
• 24583-70-8 (E)-3-(p-chlorophenyl)prop-2-en-1-ol 
• 1195778-26-7 C₁₇H₂₂ClNO₃S 
• 1285721-40-5 C₂₃H₂₆ClNO₄S 
• 1285721-20-1 C₁₈H₂₄ClNO₃S 
• 1075-77-0 (E)-4-chlorocinnamic aldehyde 
• 853997-11-2 (2S,3R)-3-(4-chlorophenyl)oxirane-2-carbaldehyde 
• 1075-77-0 4-chlorocinnamaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 57813-28-2 β-hydroxyethyltriphenylarsonium bromide 

Downstream Products

• 1285721-52-9 C₁₉H₁₆ClF₃O₄ 
• 1195780-37-0 C₁₈H₁₇ClO₃ 
• 1346682-16-3 2-(4-chlorophenyl)-3-((prop-2-ynyloxy)methyl)oxirane 

Relevant articles and documents

Organocatalytic asymmetric epoxidation reactions in water-alcohol solutions

The diastereo- and enantioselective organocatalytic epoxidation of α,β-unsaturated aldehydes in aqueous solutions is presented. By the screening of the reaction conditions for the epoxidation of cinnamic aldehyde applying hydrogen peroxide as the oxidant and 2-[bis-(3,5-bis-trifluoromethyl- phenyl)-trimethylsilanyloxy-methyl]-pyrrolidine as the catalyst, a highly stereoselective reaction has been developed. The scope of the diastereo- and enantioselective organocatalytic epoxidation in aqueous solutions is documented by the asymmetric epoxidation of α,β-unsaturated aldehydes with enantioselectivities up to 96% ee. The Royal Society of Chemistry 2005.

Isotope Effects Reveal an Alternative Mechanism for "iminium-Ion" Catalysis

A novel mechanism for the epoxidation of enals with hydrogen peroxide catalyzed by diarylprolinol silyl ether supported by experimental 13C kinetic isotope effects (KIEs) and density functional theory calculations is presented. Normal 13/

A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: Applications in asymmetric synthesis

A new type of chiral sulfonium salts that are characterized by a bicyclic system has been designed and synthesized from α-amino acids. Their corresponding ylides, which were prepared by basic treatment of the sulfonium salts, reacted smoothly with a broad array of simple and chiral aldehydes to provide trans-epoxy amides in reasonable to very good yields and excellent stereoselectivities (>98 %). The obtained epoxy amides were found to be useful as synthetic building blocks. Thus, they were reduced into their corresponding epoxy alcohols and subjected to oxirane-ring-opening reactions with different types of nucleophiles.