2,3-Epoxypropyl acetate

Base Information

• Chemical Name: 2,3-Epoxypropyl acetate
• CAS No.: 6387-89-9
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2915390090
• European Community (EC) Number: 228-994-3
• UNII: MBJ58JDO4H
• DSSTox Substance ID: DTXSID10980642
• Nikkaji Number: J92.462H
• Mol file: 6387-89-9.mol

Synonyms:6387-89-9;2,3-Epoxypropyl acetate;oxiran-2-ylmethyl acetate;glycidyl acetate;Oxiranemethanol acetate;Oxiranemethanol, acetate;S-Glycidyl acetate;2-Oxiranemethanol, 2-acetate;MBJ58JDO4H;(Oxiran-2-yl)methyl acetate;1-Propanol, 2,3-epoxy-, acetate;EINECS 228-994-3;1,2-Epoxy-3-propyl acetate;UNII-MBJ58JDO4H;2-Oxiranylmethyl acetate #;ghl.PD_Mitscher_leg0.459;SCHEMBL813943;DTXSID10980642;GLYCIDYL ACETATE, (+/-)-;Acetic acid, oxiran-2-ylmethyl ester;AKOS000276055;AKOS016041672;E87656;EN300-6938092;Z1255395316

Chemical Property of 2,3-Epoxypropyl acetate

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 4.59mmHg at 25°C
• Refractive Index: 1.434
• Boiling Point: 146.7 °C at 760 mmHg
• Flash Point: 69.6 °C
• PSA: 38.83000
• Density: 1.140g/cm³
• LogP: -0.05170
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 99.8

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R22:
• Safety Statements: S36:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1CO1

Technology Process of 2,3-Epoxypropyl acetate

There total 17 articles about 2,3-Epoxypropyl acetate 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: 92.0%

Allyl acetate (591-87-7) → glycidyl acetate (6387-89-9)

Guidance literature:

With dihydrogen peroxide; sodium oxalate; oxalic acid; C₁₈H₄₂Mn₂N₆O₃⁽²⁺⁾*2F₆P^(2-)*H₂O; In water; at 4 ℃; for 0.5h; pH=3.5 - 3.6; Product distribution / selectivity;

Reference yield: 92.0%

sodium acetate (127-09-3) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → glycidyl acetate (6387-89-9)

Guidance literature:

With 15-crown-5; In acetonitrile; for 13h; Ambient temperature;

DOI:10.1080/00397919908086413

Reference yield: 91.0%

oxiranyl-methanol (556-52-5) + acetyl chloride (75-36-5) → glycidyl acetate (6387-89-9)

Guidance literature:

oxiranyl-methanol; With trimethylamine; In dichloromethane; for 0.5h; Cooling with ice;

acetyl chloride; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/anie.201811894

upstream raw materials:

peracetic acid

Allyl acetate

Ketene

oxiranyl-methanol

Downstream raw materials:

4-acetoxymethyl-3-phenyl-oxazolidin-2-one

1-O-acetyl-3-O-benzylpropane-1,2,3-triol

(R)-oxiranemethanol

(S)-oxiranemethanol

Refernces

• 1、 Beharaj, Anjeza,Ekladious, Iriny,Grinstaff, Mark W.. "Poly(Alkyl Glycidate Carbonate)s as Degradable Pressure-Sensitive Adhesives". supporting information. p. 1407 - 1411. Retrieved 2019/01/14.
• 2、 Suveges, Nicolas S.,Rodriguez, Anderson A.,Diederichs, Carla C.,de Souza, Stefania P.,Le?o, Raquel A. C.,Miranda, Leandro S. M.,Horta, Bruno A. C.,Pedraza, Sérgio F.,de Carvalho, Otavio V.,Pais, Karla C.,Terra, José H. C.,de Souza, Rodrigo O. M. A.. "Continuous-Flow Synthesis of (R)-Propylene Carbonate: An Important Intermediate in the Synthesis of Tenofovir". supporting information. p. 2931 - 2938. Retrieved 2018/06/27.