745723
3-Methyl-1-butyne
95%
Synonym(s):
1-Isopentyne, 2-Methyl-3-butyne, 3,3-Dimethyl-1-propyne, Isopropylacetylene, Isopropylethyne
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About This Item
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assay
95%
form
liquid
refractive index
n20/D 1.374
density
0.666 g/mL at 25 °C (lit.)
Storage temp.
2-8°C
SMILES string
C#CC(C)C
InChI
1S/C5H8/c1-4-5(2)3/h1,5H,2-3H3
InChI key
USCSRAJGJYMJFZ-UHFFFAOYSA-N
Application
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.
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