65031-96-1

Basic information

• Product Name: (S)-(+)-Glycidyl butyrate
• Synonyms: (S)-2,3-EPOXY-1-PROPYL N-BUTYRATE;(S)-GLYCIDYL BUTANOATE;(S)-(-)-GLYCIDYL BUTYRATE;(S)-(+)-GLYCIDYL BUTYRATE;(S)-GLYCIDYL BUTYRATE;(S)-(+)-GLYCIDYL BUTYRATE , EE 98%;(S)-(+)-Glycidyl butyrate, 98%, ee 98%;[(2S)-Oxiran-2-yl]methyl butanoate
• CAS NO: 65031-96-1
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Product Categories: chiral;CHIRAL COMPOUNDS;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Oxiranes;Simple 3-Membered Ring Compounds;Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Epoxides;Organic Building Blocks
• Mol File: 65031-96-1.mol

Chemical Properties

• Boiling Point: 90°C (19 mmHg)
• Flash Point: 185°F
• Appearance: Colorless to light yellow liquid
• Density: 1.018
• Refractive Index: 1.428
• BRN: 8198560
• CAS DataBase Reference: (S)-(+)-Glycidyl butyrate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-Glycidyl butyrate(65031-96-1)
• EPA Substance Registry System: (S)-(+)-Glycidyl butyrate(65031-96-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 65031-96-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
(S)-(+)-Glycidyl butyrate is used as a reagent in the synthesis of glycidol, which serves as a stabilizer in the manufacturing of vinyl polymers. It is also an intermediate in the synthesis of glycerol, glycidyl ethers, and amines.
Used in Industrial Applications:
(S)-(+)-Glycidyl butyrate is used as an additive in oil and synthetic hydraulic fluids, enhancing their performance and stability.
Used in Epoxy Resin Production:
(S)-(+)-Glycidyl butyrate is utilized as an epoxy resin diluent, which helps in reducing the viscosity of the resin and improving its processability.

Upstream product

• 2461-40-7 (+/-)-glycidyl butyrate 

Downstream Products

• 57044-25-4 (R)-oxiranemethanol 
• 107-92-6 butyric acid 
• 99827-73-3 (S)-5-(hydroxymethyl)-3-phenyloxazolidin-2-one 
• 133577-52-3 (S)-3-(4-acetylphenyl)-5-(hydroxymethyl)oxazolidin-2-one 
• 919081-45-1 (S)-3-(3-acetylphenyl)-5-(hydroxymethyl)oxazolidin-2-one 
• 919081-46-2 (S)-5-(hydroxymethyl)-3-(3-methoxyphenyl)oxazolidin-2-one 
• 919081-42-8 (S)-3-(3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one 
• 919081-44-0 (S)-5-(hydroxymethyl)-3-(3-trifluoromethylphenyl)oxazolidin-2-one 
• 794513-75-0 Butyric acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester 
• 1072827-28-1 (S)-3-(3-fluoro-4-methyl-phenyl)-5-hydroxymethyl-oxazolidin-2-one 
• 1265774-64-8 C₁₀H₉F₂NO₃ 
• 1265766-39-9 C₁₇H₁₇NO₄ 
• 1265772-71-1 C₁₁H₁₀F₃NO₃ 
• 1265787-72-1 C₁₁H₁₀F₃NO₄ 

Relevant articles and documents

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.

Stereoselective synthesis of (R)-glycidyl butyrate from racemic glycidyl butyrate or epichlorohydrin via hydrolytic kinetic resolution

The differences of (R)-glycidyl butyrate synthesis via hydrolytic kinetic resolution of glycidyl butyrate directly or regioselective opening epichlorohydrin as key steps by using Jacobsen's hydrotic kinetic resolution are compared. In the view of separation problem, it is hard to get the pure (R)-glycidyl butyrate by kinetic resolution of glycidyl butyrate directly. Via kinetic resolution of epichlorohydrin, treatment with butyric acid in the presence of CrCl3 and then epoxidation with NaOH, the total yield of 38.5% and optical purity of 99% are obtained.

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.