745723

3-Methyl-1-butyne

95%

• Synonym(e): 1-Isopentyne, 2-Methyl-3-butyne, 3,3-Dimethyl-1-propyne, Isopropylacetylene, Isopropylethyne
• Empirische Formel (Hill-System): C₅H₈
• CAS-Nummer: 598-23-2
• Molekulargewicht: 68.12
• EG-Nummer: 209-925-6
• MDL-Nummer: MFCD00039853
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 329765007
• NACRES: NA.22

Eigenschaften

• Assay: 95%
• Form: liquid
• Brechungsindex: n20/D 1.374
• Dichte: 0.666 g/mL at 25 °C (lit.)
• Lagertemp.: 2-8°C
• SMILES String: C#CC(C)C
• InChI: 1S/C5H8/c1-4-5(2)3/h1,5H,2-3H3
• InChIKey: USCSRAJGJYMJFZ-UHFFFAOYSA-N

Beschreibung

Anwendung

3-Methyl-1-butyne can be used as a reactant in the ruthenium-catalyzed synthesis of functionalized cycloheptadienes and titanium-catalyzed [2+2+1] multicomponent pyrrole synthesis. It is also used as a precursor in the total syntheses of (+)-frondosin A, (−)-citrinadin A, (+)-citrinadin B and coraxeniolide A.

3-Methyl-1-butyne is a terminal alkyne that can be used to prepare:

• Maleimide-fused cyclopentenones by reacting with N-substituted maleimides via Co₂(CO)₈-mediated Pauson−Khand reaction.
• An alkyne carboxylic acid (Alkyne Segment C) intermediate, which is used in the total synthesis of oscillatoxin D and its analogs.

Sicherheitshinweise

• Piktogramme: GHS02
• Signalwort: Danger
• H-Sätze: H224
• P-Sätze: P210
• Gefahreneinstufungen: Flam. Liq. 1
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): -22.0 °F
• Flammpunkt (°C): -30 °C