1,1-Dimethoxyethane

Base Information

• Chemical Name: 1,1-Dimethoxyethane
• CAS No.: 534-15-6
• Molecular Formula: C4H10 O2
• Molecular Weight: 90.1222
• Hs Code.: 2911 00 00
• European Community (EC) Number: 208-589-8
• UN Number: 2377
• UNII: ZO2AW8UR5T
• DSSTox Substance ID: DTXSID7027178
• Nikkaji Number: J6.336C
• Wikidata: Q27295796
• Metabolomics Workbench ID: 44184
• ChEMBL ID: CHEMBL3183607
• Mol file: 534-15-6.mol

Synonyms:1,1-dimethoxyethane;dimethyl acetal

Chemical Property of 1,1-Dimethoxyethane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 187mmHg at 25°C
• Melting Point: -113 ºC
• Refractive Index: n20/D 1.367(lit.)
• Boiling Point: 64 ºC
• Flash Point: -17 ºC
• PSA: 18.46000
• Density: 0.85
• LogP: 0.62520
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Sparingly)
• Water Solubility.: Soluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 90.068079557
• Heavy Atom Count: 6
• Complexity: 24.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

1,1-Dimethoxyethane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 9-16-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Acetals
• Canonical SMILES: CC(OC)OC
• Description: 1,1-Dimethoxyethane is an aliphatic hydrocarbon which is found in figs, leek, and black tea. It gives a sharp ethereal, fruity and green note. It is used as a flavoring agent in food. 1,1-Dimethoxyethane is also used as a reagent for the diol protection and condensation reactions.
• Uses: 1,1-Dimethoxyethane is used as a reagent in the synthesis of tricyclic and tetracyclic 1,5-benzodiazepine derivatives as nevirapine analogues. Acetaldehyde dimethyl acetal may be used in the preparation of glucoside derivatives of steganol. It may be used as polymer solvent for the encapsulation of water-soluble model protein, bovine serum albumin into biodegradable poly(D,L-lactic acid. As Mering's mixture which is 2 vol dimethylacetal and 1 vol chloroform.

Technology Process of 1,1-Dimethoxyethane

There total 59 articles about 1,1-Dimethoxyethane 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: 97.0%

methanol (67-56-1) + acetaldehyde (75-07-0,9002-91-9) → 1,1-dimethoxyethane (534-15-6)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium tetrachlorogallate; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.08.059

Reference yield: 94.0%

1-bromo-2,2-dimethoxyethane (7252-83-7) → 1,1-dimethoxyethane (534-15-6)

Guidance literature:

With formic acid; tributyl-amine; 10-phenyl-10H-phenothiazine; In acetonitrile; at 20 ℃; for 9h; Inert atmosphere; UV-irradiation;

DOI:10.1039/c5cc04677g

Reference yield: 78.0%

(4aS,4bR,7aS,8aR)-Hexahydro-furo[3',2':3,4]cyclopenta[1,2-d][1,3]dioxin-6-one (109122-52-3) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) + 1,1-dimethoxyethane (534-15-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 75 - 80 ℃; for 4h;

DOI:10.1016/S0040-4020(01)88339-3

upstream raw materials:

methanol

methoxyethene

vinyl acetate

ethanol

Downstream raw materials:

1,3-dimethoxy-1-phenylbutane

3,9-Dimethyl-2,4,8,10-tetraoxaspiro<5,5>undecan

acetaldehyde-(methyl-phenethyl-acetal)

methanol

Refernces

• 1、 Kolker. "". . p. 5929. Retrieved 1964.
• 2、 Jenneskens, Leonardus W.,Wiersum, Ulfert E.,Ripoll, Jean-Louis. "FLASH VACUUM THERMOLYSIS OF 2-BROMOETHANOL. FORMATION OF &α-BROMOETHYLETHERS VIA 1-BROMOETHANOL.". . p. 6489 - 6492. Retrieved 1988.
• 3、 Harris, Robin K.,Rao, Renee C.. "Gas-Phase NMR Studies of Chemical Equilibria. 1. Methodology". . p. 580 - 586. Retrieved 1983.
• 4、 Khazipov, O. V.,Krasnyakova, T. V.,Mitchenko, S. A.,Nikitenko, D. V.. "Catalytic Hydromethoxylation of Acetylene over Pre-Activated K2PdCl4". . p. 879 - 885. Retrieved 2020/12/30.
• 5、 -. "Conversion of alcohols to longer chain aldehydes or alcohols". Page/Page column 34-36. . Retrieved 2016/04/20.