2-Hydroxyethyl formate

Base Information

• Chemical Name: 2-Hydroxyethyl formate
• CAS No.: 628-35-3
• Molecular Formula: C3H6 O3
• Molecular Weight: 90.0788
• European Community (EC) Number: 211-038-4
• NSC Number: 3770
• UNII: H8FJC27WY2
• DSSTox Substance ID: DTXSID00862322
• Nikkaji Number: J521E
• Mol file: 628-35-3.mol

Synonyms:1,2-ethanediol monoformate;ethylene glycol monoformate

Chemical Property of 2-Hydroxyethyl formate

Chemical Property:

• Vapor Pressure: 0.36mmHg at 25°C
• Refractive Index: 1.404
• Boiling Point: 175.1°C at 760 mmHg
• PKA: 13.94±0.10(Predicted)
• Flash Point: 77.8°C
• PSA: 46.53000
• Density: 1.136g/cm³
• LogP: -0.21240
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Acetone (Slightly), Methanol (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 35

Purity/Quality:

99.9% ^*data from raw suppliers

2-Hydroxyethylformate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COC=O)O
• Uses: Ethylene Glycol is one of the UV irradiation products of 1,4-dioxane in wastewater; Also, it is derived from 1,3-Dioxolane (D486800), which is an intermediate for the preparation of Acyclovir (A192400). Also, 1,3-Dioxolane is used in the synthesis of new Vandetanib (V097100) analogs.

Technology Process of 2-Hydroxyethyl formate

There total 45 articles about 2-Hydroxyethyl formate 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: 61.0%

1,3-DIOXOLANE (646-06-0) → [1,3]-dioxolan-2-one (96-49-1) + ethylene glycol monoformate (628-35-3)

Guidance literature:

With oxygen; CoCl₂; In 1,2-dimethoxyethane; at 60 ℃; for 24h;

Reference yield: 60.0%

oxirane (75-21-8,99932-75-9) + carbon dioxide (124-38-9,18923-20-1) → ethylene glycol monoformate (628-35-3) + ethylene glycol (107-21-1)

Guidance literature:

With 1-Methylpyrrolidine; 1-methyl-pyrrolidin-2-one; hydrogen; dodecacarbonyl-triangulo-triruthenium; at 140 ℃; for 15h; under 60800 Torr;

DOI:10.1039/c39950001489

Reference yield: 43.0%

2-ethoxy-ethanol (110-80-5) → ethylene glycol monoformate (628-35-3) + ethoxyacetaldehyde (22056-82-2) + 2-hydroxyethyl acetate (542-59-6) + formic acid ethyl ester (109-94-4)

Guidance literature:

With air; methyl nitrite; nitrogen(II) oxide; at 23.85 ℃; for 2h; under 750 Torr; Further byproducts given; UV-irradiation;

DOI:10.1021/es960348n

upstream raw materials:

oxirane

formic acid

ethylene glycol

1,3-DIOXOLANE

Downstream raw materials:

ethylene glycol diformate

ethylene glycol

methanol

isopropyl formate

Refernces

• 1、 Gollapalli, Ramarao,Singh, Gagandeep,Blinder, Alejandro,Brittin, Jeremiah,Sengupta, Arijit,Mondal, Bikash,Patel, Milan,Pati, Biswajit,Lee, James,Ghode, Amit,Kote, Mahesh. "Identification of an Adduct Impurity of an Active Pharmaceutical Ingredient and a Leachable in an Ophthalmic Drug Product Using LC-QTOF". . p. 3187 - 3193. Retrieved 2019.
• 2、 Sen, Raktim,Goeppert, Alain,Kar, Sayan,Prakash, G. K. Surya. "Hydroxide Based Integrated CO2 Capture from Air and Conversion to Methanol". supporting information. p. 4544 - 4549. Retrieved 2020/02/27.
• 3、 Khenkin, Alexander M.,Neumann, Ronny. "Oxidative C-C bond cleavage of primary alcohols and vicinal diols catalyzed by H5PV2Mo10O40 by an electron transfer and oxygen transfer reaction mechanism". supporting information; experimental part. p. 14474 - 14476. Retrieved 2009/02/08.