Ethyl glycolate

Base Information

• Chemical Name: Ethyl glycolate
• CAS No.: 623-50-7
• Molecular Formula: C4H8O3
• Molecular Weight: 104.106
• Hs Code.: 29181990
• European Community (EC) Number: 210-798-4
• NSC Number: 8835
• UNII: C306E91WFK
• DSSTox Substance ID: DTXSID5060772
• Nikkaji Number: J53.999F
• Wikidata: Q27275115
• Mol file: 623-50-7.mol

Synonyms:Ethyl glycolate;623-50-7;ethyl 2-hydroxyacetate;Ethyl hydroxyacetate;Acetic acid, hydroxy-, ethyl ester;GLYCOLIC ACID, ETHYL ESTER;Ethyl glycollate;Hydroxyacetic acid ethyl ester;MFCD00021970;Acetic acid, 2-hydroxy-, ethyl ester;NSC 8835;EINECS 210-798-4;BRN 1743766;UNII-C306E91WFK;AI3-03541;C306E91WFK;NSC-8835;4-03-00-00580 (Beilstein Handbook Reference);Glycolic Acid Ethyl Ester;ethyl-hydroxyacetate;Ethyl glycolate, 98%;Hydroxyacetic acid ethyl;HOCH2COOC2H5;SCHEMBL5075;hydroxyacetic acid ethylester;WLN: Q1VO2;hydroxy acetic acid ethyl ester;hydroxy-acetic acid ethyl ester;DTXSID5060772;ZANNOFHADGWOLI-UHFFFAOYSA-;NSC8835;2-hydroxy-acetic acid ethyl ester;AKOS009157950;Ethyl Glycolate;CS-W019892;AS-17295;BP-21252;LS-72921;SY002762;FT-0626784;G0242;EN300-42326;A833728;J-520758;Q27275115;F0001-1672;Z385458066

Chemical Property of Ethyl glycolate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.03mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.417
• Boiling Point: 156.7 °C at 760 mmHg
• PKA: 13.14±0.10(Predicted)
• Flash Point: 61.7 °C
• PSA: 46.53000
• Density: 1.089 g/cm³
• LogP: -0.45820
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: It is very soluble in water, alcohols, acetone, acetates, slightly soluble in ethyl ether, sparingly soluble in hydrocarbon sol
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 104.047344113
• Heavy Atom Count: 7
• Complexity: 60

Purity/Quality:

99% ^*data from raw suppliers

Ethyl glycolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)CO
• Uses: Ethyl glycolate, is an important building block for the preparation of agrochemicals and medicinal compounds. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff. It is also used in synthetic chemistry, discovery process and R&D. It also can be used as solvents.

Technology Process of Ethyl glycolate

There total 60 articles about Ethyl glycolate 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: 98.3%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 2-hydroxyacetate (623-50-7)

Guidance literature:

formaldehyd; carbon monoxide; With 1,3,5-Trioxan; hydrogenchloride; oxalic acid; In 1,4-dioxane; water; 1,2-dichloro-ethane; toluene; at 165 ℃; under 45004.5 Torr;

ethanol; In 1,4-dioxane; water; 1,2-dichloro-ethane; toluene; at 170 ℃; for 36h; under 12001.2 Torr;

Reference yield: 94.0%

oxalic acid diethyl ester (95-92-1) → ethyl 2-hydroxyacetate (623-50-7)

Guidance literature:

With ethanol; C₄₂H₄₄ClN₄P₂Ru⁽¹⁺⁾*Cl^(1-); potassium tert-butylate; at 80 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201801039

Reference yield: 82.8%

glycolic Acid (79-14-1) + ethanol (64-17-5) → glycolide (502-97-6) + ethyl 2-hydroxyacetate (623-50-7)

Guidance literature:

With toluene-4-sulfonic acid; for 10h; Reflux;

DOI:10.14233/ajchem.2013.14775

upstream raw materials:

diazoacetic acid ethyl ester

formaldehyd

hydrogen cyanide

glycolic Acid

Downstream raw materials:

3-(3,4-dimethoxy-phenethyl)-oxazolidine-2,4-dione

acetoxyacetic acid

N-(1-phenyl-ethyl)-glycolamide

N-Diphenylmethyl hydroxyacetamide

Refernces

• 1、 Willi,Robertson. "-". . p. 493. Retrieved 1953.
• 2、 Chan, Albert S. C.,Ge, Yang,Hu, Qi-Long,Li, Jian,Liu, Jia-Tian,Song, Zhendong,Xiong, Xiao-Feng. "Demethylative Alkylation of Methionine Residue by Employing the Sulfonium as the Key Intermediate". supporting information. p. 8543 - 8548. Retrieved 2021/11/13.
• 3、 -. "Preparation method of glycolic acid or glycolate". Paragraph 0152-0154. . Retrieved 2020/09/20.