Ethoxymethanol

Base Information

• Chemical Name: Ethoxymethanol
• CAS No.: 10171-38-7
• Molecular Formula: C3H8 O2
• Molecular Weight: 76.0953
• Hs Code.: 2909499000
• European Community (EC) Number: 233-446-1
• UNII: 8BGJ5Z26A4
• DSSTox Substance ID: DTXSID5021592
• Nikkaji Number: J227.084F
• Wikidata: Q81983825
• Mol file: 10171-38-7.mol

Synonyms:Ethoxymethanol;10171-38-7;Methanol, ethoxy-;EINECS 233-446-1;1-Ethoxy-1-hydroxymethane;2-ethoxymethanol;Methylene glycol ethyl ether;8BGJ5Z26A4;DTXSID5021592

Chemical Property of Ethoxymethanol

Chemical Property:

• Vapor Pressure: 19.5mmHg at 25°C
• Boiling Point: 101.7°Cat760mmHg
• PKA: 13.28±0.10(Predicted)
• Flash Point: 43.3°C
• PSA: 29.46000
• Density: 0.928g/cm³
• LogP: -0.02730
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 76.052429494
• Heavy Atom Count: 5
• Complexity: 14.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCO

Technology Process of Ethoxymethanol

There total 8 articles about Ethoxymethanol 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:

ethanol (64-17-5) + paraformaldehyde → 2-ethoxyethanol (10171-38-7)

Guidance literature:

at 95 ℃; for 4h; Heating / reflux;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethanol (64-17-5) → 2-ethoxyethanol (10171-38-7) + C4H10O3

Guidance literature:

With triethylamine; at 20 ℃; for 24h;

DOI:10.1134/S1070363215040118

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethanol (64-17-5) → 2-ethoxyethanol (10171-38-7)

Guidance literature:

acetate; at 25 ℃; Thermodynamic data; standard free-energy changes (kcal/mol) with various base catalyst (ClCH2CH2COO(-), CH3OCH2COO(-), CL2CHCH2COO(-), CF3CH2COO(-)); values of ΔG^<*>, ΔG', DG^<*>_<*> for the rate-determining step of mechanism;

DOI:10.1021/ja00302a018

upstream raw materials:

formaldehyd

ethanol

carbon dioxide

Downstream raw materials:

formaldehyd

ethanol

ethyl N-benzylcarbamate

5-methyl-3-(methylidene)dihydrofuran-2(5H)-one

Refernces

• 1、 Mantel, Marvin,Guder, Marian,Pietruszka, J?rg. "Simple organocatalysts in multi-step reactions: An efficient one-pot Morita-Baylis-Hillman-type α-hydroxymethylation of vinyl ketones followed by the convenient, temperature-controlled one-pot etherification using alcohols". . p. 5442 - 5450. Retrieved 2018.
• 2、 Grunwald, Ernest. "Reaction Mechanism from Structure-Energy Relations. 1. Base-Catalyzed Addition of Alcohols to Formaldehyde". . p. 4710 - 4715. Retrieved 1985.
• 3、 Ishmiyarov,Latypova,Spirikhin,Galkin,Kuleshov,Dokichev. "Effect of aliphatic alcohols on the reaction of acetoacetic ester with formaldehyde and primary amines". . p. 837 - 840. Retrieved 2015/06/08.