(R)-Glycidyl butyrate

Base Information

• Chemical Name: (R)-Glycidyl butyrate
• CAS No.: 60456-26-0
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 29156000
• European Community (EC) Number: 611-977-3
• DSSTox Substance ID: DTXSID80975863
• Nikkaji Number: J627.648B
• Wikidata: Q72480668
• Mol file: 60456-26-0.mol

Synonyms:(R)-Glycidyl butyrate;60456-26-0;(R)-(-)-Glycidyl butyrate;(R)-Oxiran-2-ylmethyl butyrate;[(2R)-oxiran-2-yl]methyl butanoate;(R)-Glycicyl butanoate;(R)-glycidylbutyrate;Butanoic acid, (2R)-oxiranylmethyl ester;Butyric Acid (R)-Glycidyl Ester;MFCD00075120;(2R)-2-Oxiranylmethyl Ester Butanoic Acid;r-glycidyl butyrate;(R)glycidylbutyrate;(R)-(-)-glycidylbutyrate;SCHEMBL78535;(-)-(R)-glycidyl butyrate;(R)--(-)-glycidylbutyrate;(R)-(-) Glycidyl butyrate;(Oxiran-2-yl)methyl butanoate;DTXSID80975863;(2R)-oxiran-2-ylmethyl butyrate;YLNSNVGRSIOCEU-ZCFIWIBFSA-N;AMY21880;Butanoic acid, oxiranylmethyl ester, (R)-;(-)-Glycidyl butyrate;(2R)-(-)-Glycidyl butyrate;CS-D1790;(R)-(-)-Glycidyl butyrate, 96%;AKOS015842904;(2R)-3-butanoyloxy-1,2-epoxypropane;AC-7029;CS-W002318;AS-11776;G0282;J-502516

Chemical Property of (R)-Glycidyl butyrate

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.402mmHg at 25°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 196.3 °C at 760 mmHg
• Flash Point: 85 °C
• PSA: 38.83000
• Density: 1.069 g/cm³
• LogP: 1.11860
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: insoluble
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-OxiranylmethylEsterButanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-42/43
• Safety Statements: 23-36/37-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC1CO1
• Isomeric SMILES: CCCC(=O)OC[C@H]1CO1
• Uses: (R)-Glycidyl butyrate is a reagent used in the synthesis of glycidol, a stabilizer in manufacturing of vinyl polymers; intermediate in synthesis of glycerol, glycidyl ethers, and amines; additive for oil and synthetic hydraul ic fluids; epoxy resin diluent. (2R)-2-Oxiranylmethyl Ester Butanoic Acid is a reagent used in the synthesis of glycidol, a stabilizer in manufacturing of vinyl polymers; intermediate in synthesis of glycerol, glycidyl ethers, and amines; additive for oil and synthetic hydraulic fluids; epoxy resin diluent.

Technology Process of (R)-Glycidyl butyrate

There total 11 articles about (R)-Glycidyl butyrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester (890051-54-4) → (R)-glycidyl butyrate (60456-26-0)

Guidance literature:

With sodium hydroxide; for 12h; Reflux;

DOI:10.2174/157017811795371412

Reference yield: 89.0%

butyryl chloride (141-75-3) + (S)-oxiranemethanol (60456-23-7) → (R)-glycidyl butyrate (60456-26-0)

Guidance literature:

With calcium oxide; In 2-methyltetrahydrofuran; at 20 ℃; for 6h; chemoselective reaction; Green chemistry;

DOI:10.1002/cssc.201200922

Reference yield: 46.0%

(+/-)-glycidyl butyrate (2461-40-7) → (R)-glycidyl butyrate (60456-26-0) + (S)-2,3-dihydroxypropyl butyrate (126254-87-3)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ja016737l

upstream raw materials:

(+/-)-glycidyl butyrate

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester

butanoic acid anhydride

(S)-oxiranemethanol

Downstream raw materials:

(R)-N-<3-(4-acetylphenyl)-2-oxo-5-oxazolidinylmethyl>butyrate

(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol

(R)-<3-<3-fluoro-4-(4-thiomorpholinyl)phenyl>-2-oxo-5-oxazolidinyl>methanol

(R)-[N-3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]methanol

Refernces

• 1、 Araujo, Yara Jaqueline Kerber,Avvari, Naga Prasad,Paiva, Derisvaldo Rosa,De Lima, Dênis Pires,Beatriz, Adilson. "Synthesis and enzymatic resolution of racemic 2,3-epoxy propyl esters obtained from glycerol". supporting information. p. 1696 - 1698. Retrieved 2015/03/14.
• 2、 Pace, Vittorio,Hoyos, Pilar,Alcántara, Andrés R.,Holzer, Wolfgang. "Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran". . p. 905 - 910. Retrieved 2013/07/27.