1,4-DIMETHOXYBUTANE

Base Information

• Chemical Name: 1,4-DIMETHOXYBUTANE
• CAS No.: 13179-96-9
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 2909199090
• Mol file: 13179-96-9.mol

Synonyms:1,4-Dimethoxy-butan;Butane,1,4-dimethoxy;tetramethyleneglycol dimethyl ether;1,4-dimethoxy-butane;

Chemical Property of 1,4-DIMETHOXYBUTANE

Chemical Property:

• Melting Point: 140-142 °C
• Boiling Point: 131 °C
• PSA: 18.46000
• Density: 0.842±0.06 g/cm3(Predicted)
• LogP: 1.05940

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,?4-Dimethoxybutane is used in the synthesis of methyl ether and in the cyclization of ω,?ω''-?dimethoxyalkanes.

Technology Process of 1,4-DIMETHOXYBUTANE

There total 19 articles about 1,4-DIMETHOXYBUTANE 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: 95.0%

2-Bromoethyl methyl ether (6482-24-2) → 1,4-dimethoxybutane (13179-96-9)

Guidance literature:

With triethanolamine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; [Ni(2,2′:6′,2''-terpyridine)(pyridine)(CH₃CN)₂](PF₆)₂; In acetonitrile; at 23 - 28 ℃; for 12h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.6b02830

Reference yield: 77.2%

furan (110-00-9) + methanol (67-56-1) → tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 1,4-dimethoxybutane (13179-96-9) + Methyl formate (107-31-3) + Methyl 4-methoxybutyrate (29006-01-7) + butan-1-ol (71-36-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; at 170 ℃; for 2h; under 52505.3 Torr; Autoclave;

DOI:10.1039/c4gc01826e

Reference yield: 60.0%

2-Bromoethyl methyl ether (6482-24-2) → 1,4-dimethoxybutane (13179-96-9)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; nickel⁽⁰⁾ 2,2'-bipyridyl complex; Product distribution; electrochemical reduction;;

DOI:10.1016/0022-328X(86)80044-4

upstream raw materials:

tetrahydrofuran

methanol

diazomethane

Butane-1,4-diol

Downstream raw materials:

1,4-Diiodobutane

bistrimethyl(1,4-butanedioxy)silane

1,4-dibromo-butane

Refernces

• 1、 Paul, Avishek,Smith, Mark D.,Vannucci, Aaron K.. "Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl-Alkyl Cross-Couplings". . p. 1996 - 2003. Retrieved 2017/02/26.
• 2、 Mishima, Masaaki,Maeda, Hideyuki,Than, Soe,Irie, Maki,Kikukawa, Kiyoshi. "Thermodynamic stabilities of Cu+ and Li+ complexes of dimethoxyalkanes (MeO(CH2)nOMe, n = 2-9) in the gas phase: Conformational requirements for binding interactions between metal ions and ligands". . p. 616 - 623. Retrieved 2007/10/03.