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276030 Sigma-Aldrich

2,3-Dimethoxy-1,3-butadiene

95%

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Properties

Related Categories Building Blocks, Chemical Synthesis, Enol Ethers, Organic Building Blocks, Oxygen Compounds More...
InChI Key   NHBDKDZHQKQPTF-UHFFFAOYSA-N
assay   95%
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.)
storage temp.   2-8°C

Description

Packaging

1, 5 g in glass bottle

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.

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.

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
91.4 °F
Flash Point(C) 
33 °C

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Protocols & Articles

Articles

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product vi...
Keywords: Addition reactions, Asymmetric synthesis, Building blocks, Catalysis, Cycloadditions, Diels-Alder reaction, Immobilization

Peer-Reviewed Papers
15

References

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