1,1,4,4-Tetraethoxybut-2-yne

Base Information

• Chemical Name: 1,1,4,4-Tetraethoxybut-2-yne
• CAS No.: 3975-08-4
• Molecular Formula: C12H22 O4
• Molecular Weight: 230.304
• Hs Code.: 2909199090
• DSSTox Substance ID: DTXSID80369142
• Nikkaji Number: J2.005.821H
• Wikidata: Q82156179
• Mol file: 3975-08-4.mol

Synonyms:1,1,4,4-tetraethoxybut-2-yne;3975-08-4;1,1,4,4-TETRAETHOXY-2-BUTYNE;1,1,4,4-TETRAETHOXY-2-BUTYNE,99%;DTXSID80369142

Chemical Property of 1,1,4,4-Tetraethoxybut-2-yne

Chemical Property:

• Vapor Pressure: 0.00417mmHg at 25°C
• Melting Point: 17.5°C
• Refractive Index: 1.4314 (estimate)
• Boiling Point: 287.9°Cat760mmHg
• Flash Point: 87.2°C
• PSA: 36.92000
• Density: 0.975g/cm³
• LogP: 1.78800
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

1,1,4,4-TETRAETHOXY-2-BUTYNE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C#CC(OCC)OCC)OCC

Technology Process of 1,1,4,4-Tetraethoxybut-2-yne

There total 12 articles about 1,1,4,4-Tetraethoxybut-2-yne 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: 85.0%

Propiolaldehyde diethyl acetal (10160-87-9) + diethyl phenyl orthoformate (14444-77-0) → 1,1,4,4-tetraethoxy-2-butyne (3975-08-4)

Guidance literature:

Propiolaldehyde diethyl acetal; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -10 ℃; for 2h;

diethyl phenyl orthoformate; In tetrahydrofuran; diethyl ether; at -10 - 20 ℃;

DOI:10.1016/j.tet.2007.01.030

Reference yield: 80.0%

2,3-dibromo-1,1,4,4-tetraethoxy-butane → 1,1,4,4-tetraethoxy-2-butyne (3975-08-4)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2004.01.022

Reference yield: 66.0%

1,4-dihydroxybut-2-yne (110-65-6) + orthoformic acid triethyl ester (122-51-0) → 1,1,4,4-tetraethoxy-2-butyne (3975-08-4)

Guidance literature:

With manganese(IV) oxide; In(OSO₂CF₃)3; In chloroform; for 30h; Heating;

DOI:10.1016/j.tetlet.2007.05.060

upstream raw materials:

ethynyldimagnesium dibromide

orthoformic acid triethyl ester

(E)-3-Ureido-but-2-enoic acid ethyl ester

acetylene

Downstream raw materials:

(E)-2-(5-Benzhydrylidene-cyclopenta-1,3-dienyl)-but-2-enedial

7-Benzhydrylidene-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarbaldehyde

1,1'-<1,4-phenylenebis(methylene)>bis(triazole-4,5-dicarboxyaldehyde) tetrakis(ethyl acetal)

1,1'-<1,2-phenylenebis(methylene)>bis(triazole-4,5-dicarboxyaldehyde) tetrakis(ethyl acetal)