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145491

Sigma-Aldrich

2,3-Dimethyl-1,3-butadiene

98%, contains 100 ppm BHT as stabilizer

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Synonym(s):
2,3-Dimethylbuta-1,2-diene, 2,3-Dimethylenebutane, Biisopropenyl, Diisopropenyl
Linear Formula:
CH2=C(CH3)C(CH3)=CH2
CAS Number:
Molecular Weight:
82.14
Beilstein/REAXYS Number:
605285
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

269 mmHg ( 37.7 °C)

Quality Level

assay

98%

form

liquid

contains

100 ppm BHT as stabilizer

refractive index

n20/D 1.438 (lit.)

bp

68-69 °C (lit.)

mp

−76 °C (lit.)

density

0.726 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(C)=C

InChI

1S/C6H10/c1-5(2)6(3)4/h1,3H2,2,4H3

InChI key

SDJHPPZKZZWAKF-UHFFFAOYSA-N

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General description

2,3-Dimethyl-1,3-butadiene (DMBD) is a conjugated diene. It undergoes Diels Alder cycloaddition reaction with 2-thio-3-chloroacrylamides under thermal, catalytic and microwave conditions. It undergoes thermal [4+2] cycloaddition reaction with 3-acetyl-, 3-carbamoyl and 3-ethoxycarbonylcoumarins under solvent free conditions. DMBD participates in polymerization reactions in the presence of iron dichloride complexes based catalysts.

Application

2,3-Dimethyl-1,3-butadiene was used to investigate the reactions of 1,3-dienes with the Si(001) surface using scanning tunneling microscopy and fourier transform infrared spectroscopy.
It may be used in the following processes:
  • Preparation of 1,3,6-triene derivatives of corresponding 1-aryl-substituted 1,3-dienes by 1,4-hydrobutadienylation in the presence of cobalt catalyst.
  • Synthesis of 6-aryl(hetaryl)-3,4-dimethyl-1-nitro-1-cyano-3-cyclohexenes by reacting with gem-cyanonitroethenes.
  • As a halogen trap during the study of the photolysis reaction of dibromo adduct of 2,5-diphenyltellurophene.

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

30.2 °F - closed cup

flash_point_c

-1 °C - closed cup

ppe

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


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