2,3-Dimethoxy-1,3-butadiene

Base Information

• Chemical Name: 2,3-Dimethoxy-1,3-butadiene
• CAS No.: 3588-31-6
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2909199090
• European Community (EC) Number: 626-576-9
• DSSTox Substance ID: DTXSID30189438
• Nikkaji Number: J496.084J
• Wikidata: Q72467799
• Mol file: 3588-31-6.mol

Synonyms:2,3-DIMETHOXY-1,3-BUTADIENE;3588-31-6;2,3-dimethoxybuta-1,3-diene;1,3-Butadiene, 2,3-dimethoxy-;SCHEMBL1721841;2,3-Dimethoxy-buta-1,3-diene;DTXSID30189438;BCP33972;AKOS015912437;2,3-Dimethoxy-1,3-butadiene, 95%;FT-0728944;EN300-85834

Chemical Property of 2,3-Dimethoxy-1,3-butadiene

Chemical Property:

• Vapor Pressure: 4.76mmHg at 25°C
• Melting Point: 19 °C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 151 °C at 760 mmHg
• Flash Point: 42.8 °C
• PSA: 18.46000
• Density: 0.877 g/cm³
• LogP: 1.30660
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 91.1

Purity/Quality:

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

2,3-Dimethoxy-1,3-butadiene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=C)C(=C)OC
• Uses: 2,3-Dimethoxy-1,3-butadiene has been employed as diene to investigate the Diels-Alder chemistry of pristine and defective graphene. It was also used in the synthesis of novel benzopentathiepin varacinium trifluoroacetate.It may be used in the preparation of 3,4-dimethoxythiophene, an intermediate for the synthesis of 3,4-ethylenedioxythiophene (EDOT). It may also be used to form thio esters by reacting with mercaptans in the presence of cobalt carbonyl catalyst.

Technology Process of 2,3-Dimethoxy-1,3-butadiene

There total 5 articles about 2,3-Dimethoxy-1,3-butadiene 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: 73.0%

dimethylglyoxal (431-03-8) + trimethyl orthoformate (149-73-5) → 2,3-dimethoxy-1,3-butadiene (3588-31-6)

Guidance literature:

With sulfuric acid; In methanol; for 12h; Heating;

DOI:10.1016/S0040-4020(97)00297-4

Reference yield: 68.0%

methanol (67-56-1) + dimethylglyoxal (431-03-8) + trimethyl orthoformate (149-73-5) → 2,3-dimethoxy-1,3-butadiene (3588-31-6)

Guidance literature:

sulfuric acid; for 10h; Heating / reflux;

Reference yield:

meso-1,4-diiodo-2,3-dimethoxy-butane (58313-64-7) → 2,3-dimethoxy-1,3-butadiene (3588-31-6)

Guidance literature:

With sodium hydroxide; ethoxyethoxyethanol; at 200 ℃;

upstream raw materials:

meso-1,4-diiodo-2,3-dimethoxy-butane

1,4-diiodo-2,3-dimethoxy-butane

dimethylglyoxal

trimethyl orthoformate

Downstream raw materials:

dimethylglyoxal

[(η**(2)-H2CCMeCMeCH2)Au(PtBu2(o-biphenyl))]SbF6

3,4-dimethoxyselenophene

4,5-dimethoxy-1,2-benzoquinone

Refernces

• 1、 Zhang, Yan,Tian, Yan,Xiang, Pei,Huang, Ning,Wang, Jianyi,Xu, Jian-Hua,Zhang, Min. "A metal-free one-pot synthesis of benzo[: C] chromen-6-ones from 3,4-dichlorocoumarins and butadienes using tandem photo-thermal-photo reactions". . p. 9874 - 9882. Retrieved 2016.
• 2、 Kyi, Stella,Wongkattiya, Nalin,Warden, Andrew C.,O'Shea, Michael S.,Deighton, Margaret,MacReadie, Ian,Graichen, Florian H.M.. "Synthesis and activity of polyacetylene substituted 2-hydroxy acids, esters, and amides against microbes of clinical importance". supporting information; experimental part. p. 4555 - 4557. Retrieved 2010/09/16.
• 3、 -. "ACETYLENIC COMPOUNDS". Page/Page column 60. . Retrieved 2008/06/13.