745723
3-Methyl-1-butyne
95%
Synonym(s):
1-Isopentyne, 2-Methyl-3-butyne, 3,3-Dimethyl-1-propyne, Isopropylacetylene, Isopropylethyne
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Recommended Products
Quality Level
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.
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Metal carbene-promoted sequential transformations for the enantioselective synthesis of highly functionalized cycloheptadienes.
Journal of the American Chemical Society, 127(5), 1342-1343 (2005)
An unconventional approach to the enantioselective synthesis of caryophylloids.
Journal of the American Chemical Society, 130(10), 2954-2955 (2008)
An enantioselective total synthesis and stereochemical revision of (+)-citrinadin B.
Journal of the American Chemical Society, 135(30), 10890-10893 (2013)
Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+ 2+ 1] Pyrrole Synthesis.
Angewandte Chemie (International Edition in English), 57(21), 6090-6094 (2018)
Synthetic Route to Oscillatoxin D and Its Analogues
Organic Letters, 19(21), 5992-5995 (2017)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service