1,1,2,2-Tetramethoxyethane

Base Information

• Chemical Name: 1,1,2,2-Tetramethoxyethane
• CAS No.: 2517-44-4
• Molecular Formula: C6H14 O4
• Molecular Weight: 150.175
• Hs Code.: 2909199090
• European Community (EC) Number: 463-280-7
• DSSTox Substance ID: DTXSID90339194
• Nikkaji Number: J121.207I
• Wikidata: Q82108044
• Mol file: 2517-44-4.mol

Synonyms:1,1,2,2-Tetramethoxyethane;2517-44-4;Ethane, 1,1,2,2-tetramethoxy-;Tetramethoxy-ethane;1,1,2,2-tetramethoxyethan;Glyoxal bis(dimethyl acetal);1,1,2,2-tetramethoxy ethane;1,1,2,2-tetramethoxy-ethane;SCHEMBL2813868;DTXSID90339194;MFCD28361414;EN300-18521480

Chemical Property of 1,1,2,2-Tetramethoxyethane

Chemical Property:

• Vapor Pressure: 3.99mmHg at 25°C
• Refractive Index: 1.393
• Boiling Point: 154.9°C at 760 mmHg
• Flash Point: 72.3°C
• PSA: 36.92000
• Density: 0.976g/cm³
• LogP: 0.22420
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 150.08920892
• Heavy Atom Count: 10
• Complexity: 58.1

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C(OC)OC)OC
• General Description: 1,1,2,2-Tetramethoxyethane, also known as Glyoxalbis(dimethyl acetal) or Glyoxaltetramethylacetal, is a chemical compound derived from the acetalization of glyoxal with methanol. It serves as a versatile reagent in organic synthesis, particularly as a protecting group for carbonyl compounds or as a precursor in the formation of heterocycles. Its structure, featuring four methoxy groups attached to a two-carbon backbone, enhances its stability and solubility in organic solvents, making it useful in various applications, including as a solvent (e.g., Highsolv P) or intermediate in pharmaceutical and fine chemical synthesis. 1,1,2,2-Tetramethoxyethane's reactivity is often exploited in condensation and cyclization reactions.

Technology Process of 1,1,2,2-Tetramethoxyethane

There total 16 articles about 1,1,2,2-Tetramethoxyethane 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: 90.0%

methanol (67-56-1) + Glyoxal (131543-46-9,107-22-2) + dimethoxyacetaldehyde (51673-84-8) → 1,2-dimethoxy 1,2-dimethoxy-ethane (2517-44-4)

Guidance literature:

toluene-4-sulfonic acid; In water; Heating / reflux;

Reference yield: 80.0%

methanol (67-56-1) + Glyoxal (131543-46-9,107-22-2) → 1,2-dimethoxy 1,2-dimethoxy-ethane (2517-44-4)

Guidance literature:

With zirconium sulphate; magnesium sulfate; In chloroform; water; for 24h; Heating;

Reference yield: 65.3%

dimethoxyacetaldehyde (51673-84-8) → 1,2-dimethoxy 1,2-dimethoxy-ethane (2517-44-4)

Guidance literature:

upstream raw materials:

methanol

glyoxal sulfate

Glyoxal

1,2-Dimethoxyethene

Downstream raw materials:

1,1-diacetoxy-2,2-dimethoxy-ethane

2,2'-bi-1,3-dioxolane

cis-1,4,5,8-tetraoxadecaline

1,1,2,2-tetrabutoxy-ethane