64491-68-5

Basic information

• Product Name: (S)-(+)-Methyl glycidyl ether
• Synonyms: (S)-1-Methoxy-2,3-epoxypropane (S)-2-(Methoxymethyl)oxirane;(2S)-2-(Methoxymethyl)oxirane;(S)-(+)-GLYCIDYL METHYL ETHER;(S)-GLYCIDYL METHYL ETHER;(S)-(+)-METHYL GLYCIDYL ETHER;(S)-METHYL GLYCIDYL ETHER;(S)-2-(METHOXYMETHYL)OXIRANE;S(+)-2-(METHOXYMETHYL)OXIRANE
• CAS NO: 64491-68-5
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 88.11
• EINECS: 213-216-7
• Product Categories: chiral;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Oxiranes;Simple 3-Membered Ring Compounds;Synthetic Organic Chemistry;Chiral Compound
• Mol File: 64491-68-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 110-111 °C(lit.)
• Flash Point: 63 °F
• Appearance: Colorless to pale yellow
• Density: 0.982 g/mL at 25 °C(lit.)
• Vapor Pressure: 21.6mmHg at 25°C
• Refractive Index: n20/D 1.405(lit.)
• Storage Temp.: Flammables area
• Water Solubility: soluble
• BRN: 102505
• CAS DataBase Reference: (S)-(+)-Methyl glycidyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-Methyl glycidyl ether(64491-68-5)
• EPA Substance Registry System: (S)-(+)-Methyl glycidyl ether(64491-68-5)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-19-36/37/38
• Safety Statements: 16-26-37/39
• RIDADR: UN 3271 3/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 3/6.1
• PackingGroup: II
• Hazardous Substances Data: 64491-68-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

InChI:InChI=1/C4H8O2/c1-5-2-4-3-6-4/h4H,2-3H2,1H3/t4-/m1/s1

Upstream product

• 930-37-0 glycidyl methyl ether 
• 57044-25-4 (R)-oxiranemethanol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 912346-26-0 (R)-1-[(3S,4R,5R)-4-(4-cyclopropylmethoxymethylphenyl)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-3-yloxy]-3-methoxypropan-2-ol 
• 1006865-85-5 tert-butyl (3S,4R,5R)-3-((R)-2-hydroxy-3-methoxy-propoxy)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl-methoxy]piperidine-1-carboxylate 
• 276860-68-5 (2S)-2-[N-benzyl-N-[(2S)-2-hydroxy-3-methoxypropyl]amino]-1-propanol 
• 473610-19-4 [3-({4-[(2S)-2-Hydroxy-3-methoxypropyl]-1-piperazinyl}carbonyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-yl][2-methyl-2'-trifluoromethyl-[1,1'-biphenyl]-4-yl]methanone 
• 944952-92-5 (R)-1-methoxy-3-[(3S,4R,5R)-4-(4-methoxyphenyl)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)piperidin-3-yloxy]propan-2-ol 
• 1019256-92-8 (R)-1-methoxy-3-[(3S,4R,5R)-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-3-yloxy]-propan-2-ol 
• 1323393-99-2 (S)-9-[(3-methoxy-2-hydroxy)propyl]-6-O-benzylguanine 
• 1323394-14-4 (S)-1-[(3-methoxy-2-hydroxy)propyl]-N₄-(p-monomethoxytrityl)cytosine 
• 1589599-30-3 (2S)-2-hydroxy-3-methoxy-S-(4-nitrophenyl)propane-1-sulfonamide 
• 1085543-96-9 (2S)-1-amino-3-methoxy-2-propanol 
• 1414571-12-2 (S)-1-(5-amino-4-methyl-1-phenyl-1H-pyrazol-3-yloxy)-3-methoxypropan-2-ol 

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.

Dinuclear salen cobalt complex incorporating Y(OTf)3: enhanced enantioselectivity in the hydrolytic kinetic resolution of epoxides

The activation of inactive Jacobsen's chiral salen Co(ii) (salen = N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine) compound is attained by dinuclear chiral salen Co(iii)-OTf complex formation with yttrium triflate. The yttrium metal not only displays a promoting effect on electron transfer, but also assists in forming two stereocentres of a Lewis acid complex with Co(iii)-OTf. We found that the binuclear Co-complex significantly enhanced reactivity and enantioselectivity in the hydrolytic kinetic resolution of terminal epoxides compared to its analogous monomer and kinetic data are also consistent with these results.

Hydrolytic kinetic resolution of terminal epoxides catalyzed by novel bimetallic chiral Co (salen) complexes

Novel bimetallic chiral Co (salen) complexes bearing transition-metal salts have been synthesized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity in hydrolytic kinetic resolution (HKR) of racemic terminal epoxides and consequently provided enantiomerically enriched epoxides (up to 99% ee). Copyright Taylor & Francis Group, LLC.