100841-15-4

Basic information

• Product Name: Oxiranecarboxylic acid, 2-(1-hydroxyethyl)-, ethyl ester, (R*,S*)- (9CI)
• Synonyms: Oxiranecarboxylic acid, 2-(1-hydroxyethyl)-, ethyl ester, (R*,S*)- (9CI)
• CAS NO: 100841-15-4
• Molecular Formula: C7H12O4
• Molecular Weight: 160.16778
• Product Categories: CARBOXYLICESTER
• Mol File: 100841-15-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Oxiranecarboxylic acid, 2-(1-hydroxyethyl)-, ethyl ester, (R*,S*)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarboxylic acid, 2-(1-hydroxyethyl)-, ethyl ester, (R*,S*)- (9CI)(100841-15-4)
• EPA Substance Registry System: Oxiranecarboxylic acid, 2-(1-hydroxyethyl)-, ethyl ester, (R*,S*)- (9CI)(100841-15-4)

Safety Data

• Hazardous Substances Data: 100841-15-4(Hazardous Substances Data)

Upstream product

• 5837-78-5 Ethyl tiglate 
• 100841-11-0 ethyl 3-hydroperoxy-2-methylenebutanoate 
• 98837-34-4 ethyl 3-hydroxy-2-methylenebutanoate 

Relevant articles and documents

Oxidation of allylic alcohols by dimethyldioxirane: Competition reaction between epoxidation and C-H insertion

Epoxidation of allylic alcohols with dimethyldioxirane is accompanied by oxidation of the hydroxy functionality; thus enone formation increases with decreasing substitution at the C-C double bond; nonetheless, selective epoxidation can be obtained by acylation of the alcohol functionality.

Photooxygenation of olefins in the presence of titanium(IV) catalyst: A convenient 'one-pot' synthesis of epoxy alcohols

The photooxygenation of olefins in the presence of transition-metal complexes derived from Ti, V, and Mo constitutes a convenient and efficient 'one-pot' synthesis of epoxy alcohols. First, singlet oxygen transforms the olefin via an ene reaction into its allylic hydroperoxide, and subsequently, the allylic hydroperoxide is converted via transition-metal-catalyzed oxygen transfer into its epoxy alcohol. From the point of view of the olefinic substrate, the oxygen transfer is intermolecular, one allylic hydroperoxide molecule serving as oxygen donor and the other as oxygen acceptor in the form of its allylic alcohol, the transition metal playing the role of a template for both as in the Sharpless epoxidation. Unlike the latter process, the hydroperoxide donor and the allylic alcohol acceptor are generated in situ and continually consumed via a novel oxygen-transfer chain sequence.

A CONVENIENT "ONE-POT" SYNTHESIS OF EPOXY ALCOHOLS VIA PHOTOOXYGENATION OF OLEFINS IN THE PRESENCE OF TITANIUM(IV) CATALYST

The ene reaction of singlet oxygen with alkenes in the presence of titanium alkoxides was employed to prepare epoxy alcohols in high diastereoselectivity; enantioselectivity could be achieved by use of diethyl tartrate as chiral auxiliary.