1,1,4,4-Tetramethoxybutane

Base Information

• Chemical Name: 1,1,4,4-Tetramethoxybutane
• CAS No.: 6922-39-0
• Molecular Formula: C8H18O4
• Molecular Weight: 178.229
• Hs Code.: 2909199090
• DSSTox Substance ID: DTXSID50460453
• Nikkaji Number: J261.091D
• Wikidata: Q82284507
• Mol file: 6922-39-0.mol

Synonyms:1,1,4,4-tetramethoxybutane;Succinaldehyde Bis(dimethyl Acetal);6922-39-0;SUCCINALDEHYDEBIS(DIMETHYLACETAL);SCHEMBL4122875;Succinaldehyde Tetramethyl Acetal;DTXSID50460453;MFCD00127971;AKOS037645941;AS-65006;CS-0207223;FT-0690769;S0371;H11753

Chemical Property of 1,1,4,4-Tetramethoxybutane

Chemical Property:

• Refractive Index: 1.4140 to 1.4170
• Boiling Point: 89°C 1,7mm
• Flash Point: 73.3oC
• PSA: 36.92000
• Density: 0,99 g/cm3
• LogP: 1.00440
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 178.12050905
• Heavy Atom Count: 12
• Complexity: 77.1

Purity/Quality:

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

Succinaldehyde Bis(dimethyl Acetal) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CCC(OC)OC)OC

Technology Process of 1,1,4,4-Tetramethoxybutane

There total 14 articles about 1,1,4,4-Tetramethoxybutane 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: 18.0%

methanol (67-56-1) + tetrahydrofurfuryl acetate (637-64-9) → Methyl-5-O-acetyl-2,3-dideoxy-pentofuranosid (14152-75-1,26528-66-5) + succinaldehyde bis(dimethyl acetal) (6922-39-0) + Acetic acid 2-methoxy-tetrahydro-furan-2-ylmethyl ester (112570-93-1)

Guidance literature:

for 5.4h; electrolysis: platinum-plate anode, carbon-rod cathode, Et₄NOTs, 50 F/mol, 0.5 A, 20 V;

DOI:10.1055/s-1987-28182

Reference yield:

methanol (67-56-1) + cyclohexa-1,3-diene (1165952-91-9) → cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + succinaldehyde bis(dimethyl acetal) (6922-39-0) + 4,4-dimethoxybutanal (56681-97-1)

Guidance literature:

With 2,3-dimercapto-succinic acid; ozone; Yield given. Multistep reaction. Yields of byproduct given; 1) -78 deg C;

DOI:10.1021/jo00311a021

Reference yield:

chloroacetaldehyde dimethyl acetal (97-97-2) → succinaldehyde bis(dimethyl acetal) (6922-39-0)

Guidance literature:

chloroacetaldehyde dimethyl acetal; With iodine; magnesium; In tetrahydrofuran; at 40 - 45 ℃; for 2.5h;

chloroacetaldehyde dimethyl acetal; In tetrahydrofuran; for 2h; Reflux;

upstream raw materials:

methanol

butanedial

formimidomethylester hydrochloride

succinaldehyde dioxime

Downstream raw materials:

butanedial

1,1,4,4-tetra(benzyloxy)butane

Refernces

• 1、 -. "Novel method for synthesizing dialdehyde compound". Paragraph 0057-0061. . Retrieved 2020/07/23.
• 2、 Griesbaum, Karl,Jung, In Chang,Mertens, Henri. "Difunctional and Hetercyclic Prducts from the Ozonolysis of Conjugated C5-C8 Cyclodienes". . p. 6024 - 6027. Retrieved 2007/10/02.