276030
2,3-Dimethoxy-1,3-butadiene
95%
Synonym(s):
2,3-Dimethoxybuta-1,3-diene, 2,3-Dimethoxybutadiene
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About This Item
Linear Formula:
H2C=C(OCH3)C(OCH3)=CH2
CAS Number:
Molecular Weight:
114.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
Form:
liquid
Quality Level
assay
95%
form
liquid
refractive index
n20/D 1.459 (lit.)
bp
134-136 °C/745 mmHg (lit.)
mp
19 °C (lit.)
density
0.94 g/mL at 25 °C (lit.)
functional group
ether
storage temp.
2-8°C
SMILES string
COC(=C)C(=C)OC
InChI
1S/C6H10O2/c1-5(7-3)6(2)8-4/h1-2H2,3-4H3
InChI key
NHBDKDZHQKQPTF-UHFFFAOYSA-N
General description
2,3-Dimethoxy-1,3-butadiene (DMEBD) is a 1,3-butadiene derivative. The reaction kinetics of hydrolysis of 2,3-dimethoxy-1,3-butadiene in the presence of acid catalyst has been investigated. The [4+2] cycloadditions of 3-nitrocoumarins with DMEBD has been investigated in aqueous medium, in organic solvent and under solventless conditions. This reaction led to the formation of 4-substituted 3-nitrochromanones. It forms adducts with graphene and Diels-Alder chemistry in this formation has been investigated.
Application
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.
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.
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Articles
The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.
David Amantini et al.
The Journal of organic chemistry, 68(24), 9263-9268 (2003-11-25)
The [4 + 2] cycloadditions of 3-nitrocoumarin (1a), 6-chloro-3-nitrocoumarin (1b), and 6-, 7-, and 8-hydroxy-3-nitrocoumarins (1c, 5, and 6) with (E)-piperylene (7), isoprene (8), 2,3-dimethyl-1,3-butadiene (9), 2-methoxy-1,3-butadiene (10), 2,3-dimethoxy-1,3-butadiene (11), and cyclopentadiene (12) were investigated in aqueous medium, in organic
Total synthesis of the novel benzopentathiepin varacinium trifluoroacetate: the viability of" varacin-free base.
Behar V, et al.
Journal of the American Chemical Society, 115(15), 7017-7018 (1993)
Influence of dienes on the cobalt carbonyl catalyzed reaction of mercaptans with carbon monoxide.
Antebi S and Alper H.
Organometallics, 5(3), 596-598 (1986)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 276030-1G | 04061837678134 |
| 276030-5G | 04061837678141 |