130232-97-2

Basic information

• Product Name: S-(+)-TERT-BUTYL GLYCIDYL ETHER
• Synonyms: S-(+)-TERT-BUTYL GLYCIDYL ETHER;(S)-t-Butyl glycidyl ether;(2S)-2-[(1,1-dimethylethoxy)methyl]Oxirane;Oxirane, 2-[(1,1-dimethylethoxy)methyl]-, (2S);(2S)-2-(tert-Butoxymethyl)oxirane
• CAS NO: 130232-97-2
• Molecular Formula: C₇H₁₄O₂
• Molecular Weight: 130.18486
• Mol File: 130232-97-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 151.999 °C at 760 mmHg
• Flash Point: 43.333 °C
• Appearance: /
• Density: 0.945 g/cm³
• Vapor Pressure: 4.561mmHg at 25°C
• Refractive Index: 1.432
• CAS DataBase Reference: S-(+)-TERT-BUTYL GLYCIDYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: S-(+)-TERT-BUTYL GLYCIDYL ETHER(130232-97-2)
• EPA Substance Registry System: S-(+)-TERT-BUTYL GLYCIDYL ETHER(130232-97-2)

Safety Data

• Hazardous Substances Data: 130232-97-2(Hazardous Substances Data)

Usage

General Description

S-(+)-Tert-butyl glycidyl ether is a chemical compound with the molecular formula C8H16O2. It is commonly used as a reactive diluent in epoxy resin formulations, where it acts as a solvent and imparts flexibility and toughness to the final product. This chemical is also utilized as a stabilizer for peroxides and as a crosslinking agent in polymers. Additionally, S-(+)-Tert-butyl glycidyl ether can be used as a starting material for the synthesis of various pharmaceuticals and fine chemicals. It is important to handle this compound with care, as it can cause skin and eye irritation upon contact.

InChI:InChI=1/C7H14O2/c1-7(2,3)9-5-6-4-8-6/h6H,4-5H2,1-3H3/t6-/m0/s1

Upstream product

• 7665-72-7 t-butyl glycidyl ether 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 1573000-43-7 (R)-3-([1,1‘-biphenyl]-4-yl)-2-phthaloyl-tert-butoxypropane 
• 947703-53-9 (S)-3-[2-(2-methoxyphenoxy)ethyl]-5-(hydroxymethyl)oxazolidin-2-one 
• 17131-14-5 (S)-(-)-3-phenyl-1,2-propanediol 

Relevant articles and documents

Enantioselective Resolution Copolymerization of Racemic Epoxides and Anhydrides: Efficient Approach for Stereoregular Polyesters and Chiral Epoxides

Herein we report an efficient strategy for preparing isotactic polyesters and chiral epoxides via enantioselective resolution copolymerization of racemic terminal epoxides with anhydrides, mediated by enantiopure bimetallic complexes in conjunction with a nucleophilic cocatalyst. The chirality of both the axial linker and the diamine backbones of the ligand are responsible for the chiral induction of this kinetic resolution copolymerization process. The catalyst systems exhibit exceptional levels of enantioselectivity with a kinetic resolution coefficient exceeding 300 for various racemic epoxides, affording highly isotactic copolymers (selectivity factors of more than 300) with a completely alternating structure and low polydispersity index. Most of the produced isotactic polyesters are typical semicrystalline materials with melting temperatures in the range from 77 to 160 °C.

Development of a scalable synthesis of (S)-3-fluoromethyl-γ- butyrolactone, building block for Carmegliptin's Lactam moiety

Several new routes are reported for the synthesis of (S)-3-fluoromethyl- γ-butyrolactone. An asymmetric hydrogenation-based synthesis was chosen as the enabling route to produce the lactone on a 10-kg scale. A superior stereoselective route starting from (S)-tert-butyl glycidyl ether which afforded the desired lactone in three steps with ～50% overall yield was finally selected for further development and production.

A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates

A new dinuclear chiral Co(salen) complexes bearing group 13 metals have been synthesized and characterized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity for the asymmetric ring opening of epoxides with H2O, chloride ions and carboxylic acids and consequently provide enantiomerically enriched terminal epoxides (>99% ee). It also catalyzes the asymmetric cyclization of ring opened product, to prepare optically pure terminal epoxides in one step. The homogeneous dinuclear chiral Co(salen) have been covalently immobilized on MCM-41. The potential benefits of heterogenization include facilitation of catalyst separation and recyclability requiring very simple techniques. The system described is very efficient.