107127-75-3

Basic information

• Product Name: (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane
• Synonyms: (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane
• CAS NO: 107127-75-3
• Molecular Weight: 192.258
• Mol File: 107127-75-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane(107127-75-3)
• EPA Substance Registry System: (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane(107127-75-3)

Safety Data

• Hazardous Substances Data: 107127-75-3(Hazardous Substances Data)

Usage

Description

(S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane, with the molecular formula C11H14O2, is a chemical compound belonging to the class of epoxides, which are cyclic ethers with a three-membered ring structure. (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane features a chiral center, resulting in two enantiomeric forms: (S)and (R)-. Its unique structure and reactivity contribute to its diverse applications in various chemical processes.

Uses

Used in Organic Synthesis:
(S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane is utilized as a reagent in organic synthesis, taking advantage of its epoxide functionality to facilitate a range of chemical reactions and the formation of new compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane serves as an intermediate in the synthesis of various drugs. Its unique structure allows for the creation of complex molecular architectures that can exhibit specific therapeutic effects.
Used in Agrochemicals:
(S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane is also employed as an intermediate in the production of agrochemicals, such as pesticides and herbicides. Its reactivity and structural properties enable the development of effective compounds for agricultural applications.

Upstream product

• 58558-53-5 (((3-methylbut-3-en-1-yl)oxy)methyl)benzene 
• 100-39-0 benzyl bromide 
• 763-32-6 2-methyl-1-buten-4-ol 
• 93239-42-0 (R)-4-methyl-4-(trichloromethyl)-2-oxetanone 
• 60299-29-8 (S)-(-)-2-Methylbutane-1,2,4-triol 
• 131700-28-2 (S)-2,2,4-trimethyl-4-<2-(phenylmethoxy)ethyl>-1,3-dioxolane 
• 131700-29-3 (S)-2-methyl-4-(2-phenylmethoxy)butane-1,2-diol 
• 38574-61-7 (R)-2-hydroxy-2-methyl-butan-1,4-dioic acid dimethyl ester 
• 6236-09-5 (S)-citramalic acid 
• 64018-43-5 2-[(4S)-2,2,4-trimethyl-1,3-dioxolan-4-yl]ethanol 
• 131700-30-6 (S)-2-hydroxy-2-methyl-4-(2-phenylmethoxy)butyl methanesulphonate 

Downstream Products

• 281200-24-6 (R)-4-(2',5'-dimethoxyphenyl)-3-hydroxy-3-methylbutanal 
• 70238-41-4 (E)-4-(benzyloxy)-2-methylbut-2-en-1-ol 
• 113522-74-0 4-(benzyloxy)-2-methylenebutan-1-ol 
• 1160112-24-2 C₁₂H₁₈O₄ 
• 62875-07-4 (+/-)-2-methylbutane-1,2,4-triol 

Relevant articles and documents

Synthesis of Primary gem-Dihydroperoxides and Their Peroxycarbenium [3 + 2] Cycloaddition Reactions with Alkenes

It is long known that dihydroperoxidation of aliphatic aldehydes is extremely difficult and normally stops halfway at the hydroxyhydroperoxide stage. This strange phenomenon now has been explored, and a highly effective protocol for conversion of aliphatic aldehydes into gem-dihydroperoxides has been developed. Silyl protection of primary gem-dihydroperoxides, which is also a challenge due to unexpected based-induced decomposition, was achieved using 2,6-lutidine as the base. The silyl-protected gem-dihydroperoxides were then examined in a peroxycarbenium [3 + 2] cycloaddition reaction with alkenes for the first time. Aromatic substrates normally reacted smoothly, affording the expected 1,2-dioxolanes smoothly. Aliphatic aldehydes generally failed to yield 1,2-dioxolane. In all cases, unexpected formation of either a chlorohydrin or a 1,2-dichloride (with Cl atoms derived from TiCl4) depending on the alkene employed was observed, which displays some so far unknown facets of the cycloaddition and helped to gain many mechanistic insights.

Pigments of Fungi. LIX - Synthesis of (1S,3S)- and (1R,3R)-austrocortilutein and (1S,3S)-austrocortirubin from citramalic acid

The naturally occurring tetrahydroanthraquinone (1S,3S)-austrocortilutein (1) is synthesized for the first time in enantiomerically pure form by Diels-Alder cycloaddition between the functionalized butadiene derivative (8) and the chiral 1,3-dihydroxy-1,2,3,4-tetrahydro-5,8-naphthoquinone (9), the latter being derived from (R)-citramalic acid (3). The natural products (1S,3S)-austrocortirubin (2) and (1R,3R)-austrocortilutein (5) were also prepared for the first time by using the same strategy. CSIRO 2000.

Pigments of Fungi, Part 16. Synthesis of Methyl (R)-(+)-Tetrahydro-2-methyl-5-oxo-2-furanacetate and its (S)-(-)-Antipode, Chiroptical References for Detatrmination of the Absolute Stereochemistry of Fungal Pre-anthraquinones.

The (R)- and (S)-butanolides 7 and 9 are synthesised via asymmetric epoxidation from geraniol; the (R)-butanolide 7 is also obtained from (S)-citramalic acid.The butanolides 7 and 9 are valuable reference compounds for the determination of absolute stereochemistry in fungal and plant pre-anthraquinones.