276030

2,3-Dimethoxy-1,3-butadien

95%

• Synonym(e): 2,3-Dimethoxybuta-1,3-diene, 2,3-Dimethoxybutadiene
• Lineare Formel: H₂C=C(OCH₃)C(OCH₃)=CH₂
• CAS-Nummer: 3588-31-6
• Molekulargewicht: 114.14
• MDL-Nummer: MFCD00010229
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24856688
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: liquid
• Brechungsindex: n20/D 1.459 (lit.)
• bp: 134-136 °C/745 mmHg (lit.)
• mp (Schmelzpunkt): 19 °C (lit.)
• Dichte: 0.94 g/mL at 25 °C (lit.)
• Lagertemp.: 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
• InChIKey: NHBDKDZHQKQPTF-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS02
• Signalwort: Warning
• H-Sätze: H226
• Gefahreneinstufungen: Flam. Liq. 3
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 91.4 °F - closed cup
• Flammpunkt (°C): 33 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter