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276030

Sigma-Aldrich

2,3-Dimethoxy-1,3-butadiene

95%

Sinonimo/i:

2,3-Dimethoxybuta-1,3-diene, 2,3-Dimethoxybutadiene

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About This Item

Formula condensata:
H2C=C(OCH3)C(OCH3)=CH2
Numero CAS:
3588-31-6
Peso molecolare:
114.14
Numero MDL:
MFCD00010229
Codice UNSPSC:
12352100
ID PubChem:
24856688
NACRES:
NA.22

Saggio

95%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.459 (lit.)

P. eboll.

134-136 °C/745 mmHg (lit.)

Punto di fusione

19 °C (lit.)

Densità

0.94 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

COC(=C)C(=C)OC

InChI

1S/C6H10O2/c1-5(7-3)6(2)8-4/h1-2H2,3-4H3
NHBDKDZHQKQPTF-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Flame
GHS02

Avvertenze

Warning

Indicazioni di pericolo

H226

Classi di pericolo

Flam. Liq. 3

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

91.4 °F - closed cup

Punto d’infiammabilità (°C)

33 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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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)
Pablo A Denis
Chemistry (Weinheim an der Bergstrasse, Germany), 19(46), 15719-15725 (2013-10-12)
Herein, by using dispersion-corrected density functional theory, we investigated the Diels-Alder chemistry of pristine and defective graphene. Three dienes were considered, namely 2,3-dimethoxy-1,3-butadiene (DMBD), 9-methylanthracene (9MA), and 9,10-dimethylanthracene (910DMA). The dienophiles that were assayed were tetracyanoethylene (TCNE) and maleic anhydride
Vinyl ether hydrolysis. XVIII. The two-stage reaction of 2,3-dimethoxy-1,3-butadiene.
Kresge AJ and Yin Y.
Canadian Journal of Chemistry, 65(8), 1753-1756 (1987)
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Articoli

Diels–Alder Reaction

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.

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