pentadecyne

Pentadecyne is a straight-chain alkyne hydrocarbon with the chemical formula C₁₅H₂₈. It belongs to the family of terminal alkynes, characterized by a triple bond between the first and second carbon atoms. The IUPAC name for pentadecyne is 1-pentadecyne, reflecting its structure and the position of the triple bond.

This compound exists as a colorless liquid at room temperature and is insoluble in water but soluble in organic solvents such as ethanol and diethyl ether. Pentadecyne is primarily used as a precursor in organic synthesis, particularly in the production of longer-chain compounds or functionalized derivatives. Its reactivity stems from the electron-rich triple bond, which can undergo various chemical reactions, including hydrogenation, polymerization, and coupling reactions.

In industrial applications, pentadecyne may serve as a feedstock for the synthesis of lubricants, surfactants, or specialty chemicals. It can also be employed in the preparation of polymers with unique mechanical or thermal properties. Due to its high carbon content, it may also be relevant in studies related to fuel chemistry or materials science.

Safety considerations for pentadecyne include its potential flammability and reactivity. Proper handling, such as working in a well-ventilated area and using appropriate protective equipment, is recommended when dealing with this compound. Its toxicity data is limited, but standard laboratory precautions should be observed to minimize exposure.

Pentadecyne is typically synthesized through the elimination of hydrogen halides from corresponding alkyl dihalides or via the reaction of alkyl halides with sodium acetylide. Its physical properties, such as boiling point (around 270–275°C) and density (approximately 0.81 g/cm³), are consistent with other higher-molecular-weight hydrocarbons.