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745723 Sigma-Aldrich

3-Methyl-1-butyne

95%

Synonym: 1-Isopentyne, 2-Methyl-3-butyne, 3,3-Dimethyl-1-propyne, Isopropylacetylene, Isopropylethyne

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
Quality Level   100
assay   95%
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

Description

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.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3295A 3 / PGI
WGK Germany 
WGK 3
Flash Point(F) 
-22.0 °F
Flash Point(C) 
-30 °C

Documents

Certificate of Analysis (COA)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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