145491

2,3-Dimethyl-1,3-butadiene

98%, contains 100 ppm BHT as stabilizer

• Synonyme(s) : 2,3-Dimethylbuta-1,2-diene, 2,3-Dimethylenebutane, Biisopropenyl, Diisopropenyl
• Formule linéaire : CH₂=C(CH₃)C(CH₃)=CH₂
• Numéro CAS: 513-81-5
• Poids moléculaire : 82.14
• Numéro Beilstein : 605285
• Numéro CE : 208-172-0
• Numéro MDL: MFCD00008595
• Code UNSPSC : 12352100
• ID de substance PubChem : 24848729
• Nomenclature NACRES : NA.22

Propriétés

• Pression de vapeur: 269 mmHg ( 37.7 °C)
• Pureté: 98%
• Forme: liquid
• Contient: 100 ppm BHT as stabilizer
• Indice de réfraction: n20/D 1.438 (lit.)
• Point d'ébullition: 68-69 °C (lit.)
• Pf: −76 °C (lit.)
• Densité: 0.726 g/mL at 25 °C (lit.)
• Température de stockage: 2-8°C
• Chaîne SMILES: CC(=C)C(C)=C
• InChI: 1S/C6H10/c1-5(2)6(3)4/h1,3H2,2,4H3
• Clé InChI: SDJHPPZKZZWAKF-UHFFFAOYSA-N

Description

Description générale

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.

Informations sur la sécurité

• Pictogrammes: GHS02
• Mention d'avertissement: Danger
• Mentions de danger: H225
• Conseils de prudence: P210 - P233 - P240 - P241 - P242 - P243
• Classification des risques: Flam. Liq. 2
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 30.2 °F - closed cup
• Point d'éclair (°C): -1 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter