tert-Butyl Propiolate TCI P1038

tert-Butyl Propiolate (TCI P1038) is the ester of propiolic acid and tert-butanol. Its molecule has a terminal triple bond sitting directly next to the ester carbonyl group. This arrangement makes it an electron-poor alkyne that reacts readily as a Michael acceptor and as a dipolarophile in cycloaddition reactions. In synthetic organic chemistry laboratories, chemists use this compound as a small building block to add a three-carbon unit that carries a protected ester group. It is supplied by TCI under CAS number 13831-03-3.

The main advantage of the tert-butyl version is its bulky ester group, which holds up fairly well against nucleophiles and basic conditions. The ester can still be removed easily under acidic conditions, for example with trifluoroacetic acid, to give the free carboxylic acid. This makes it very useful in multi-step syntheses that rely on a protecting-group strategy. The terminal alkyne can also take part in Sonogashira coupling, conjugate addition of thiols or amines, and cycloaddition with azides, nitrones, or dienes. Together, these features give chemists flexibility when planning a synthetic route.

In Indonesia, this product is relevant to research groups in synthetic organic chemistry, medicinal chemistry, and bioorganic chemistry. University laboratories, research institutes, and pharmaceutical development teams can use it as a dependable starting material for building more complex molecules. One example is the preparation of heterocycles such as pyrazoles, which are common scaffolds in medicinal chemistry research. Because TCI is a known brand in the building-block market, researchers can include this reagent in their synthetic planning with confidence in its identity.

• Michael addition reactions: the alkyne is electron-poor because it sits next to the ester carbonyl, so it readily accepts conjugate addition of thiols and amines to give functionalized alkenes.
• 1,3-Dipolar cycloadditions: as a reactive dipolarophile, it reacts with azides and nitrones to build five-membered heterocyclic rings that are useful in medicinal chemistry programs.
• Heterocycle synthesis such as pyrazoles: it gives a three-carbon unit with an ester handle, which makes it a convenient starting point for nitrogen-containing heterocyclic scaffolds.
• Sonogashira cross-coupling: the terminal alkyne can couple with aryl or vinyl halides, so chemists can attach a propiolate ester unit to aromatic and unsaturated frameworks.
• Protecting-group strategies in multi-step synthesis: the tert-butyl ester tolerates nucleophiles and basic conditions, and it can later be cleaved with trifluoroacetic acid to release the free carboxylic acid.

Store tert-Butyl Propiolate in its original, tightly closed container, as stated on the product label and in the TCI Safety Data Sheet. Keep it in a cool, dry, well-ventilated area, away from heat, ignition sources, strong acids, strong bases, and oxidizing agents. Glass containers with secure caps are generally suitable for reactive esters of this kind. Handle the material in a fume hood and wear suitable personal protective equipment, including safety glasses, chemical-resistant gloves, and a lab coat. Avoid breathing vapors and avoid contact with skin and eyes. Read the Safety Data Sheet in full before use, and dispose of residues and contaminated materials according to your institution's chemical waste procedures and local regulations.

—