TCI
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Description
1-Hexyne is a six-carbon terminal alkyne supplied by TCI under catalogue code H0140. Its terminal alkyne group — a carbon-carbon triple bond located at the end of the chain, together with a single acetylenic hydrogen atom — makes this compound one of the most versatile building blocks in modern organic chemistry. In the laboratory, 1-Hexyne is used to construct new carbon-carbon bonds, to install alkyl chains onto aromatic frameworks, and to provide an alkyne handle that can be transformed further into alkenes, ketones, or heterocyclic rings through a range of catalytic reactions.
The properties that make it a frequent choice are the acidity of its acetylenic proton, which allows the formation of an acetylide anion when treated with a strong base, together with the ability of its triple bond to coordinate with transition metals. This combination opens the way to coupling reactions such as the Sonogashira reaction and to azide-alkyne cycloaddition, the reaction that forms the backbone of click chemistry. As a highly volatile and flammable liquid, the material demands careful handling at every stage of use.
Two pack sizes, 25 mL and 250 mL, give laboratories the flexibility to choose between limited exploratory experiments and more intensive synthesis requirements. Laboratories in Indonesia working in synthetic organic chemistry, medicinal chemistry, and materials research draw on terminal alkynes of this type as a routine entry point into more elaborate molecular architectures, with the smaller pack suiting method development and the larger pack suiting repeated preparative work.
Laboratory Applications
- Sonogashira coupling: the terminal acetylenic hydrogen and the triple bond coordinate readily with transition metal catalysts, allowing alkyl chains to be installed directly onto aromatic frameworks under established palladium-copper conditions.
- Click chemistry via azide-alkyne cycloaddition: the terminal alkyne group participates in cycloaddition with organic azides, giving reliable access to triazole rings that anchor much of modern conjugation and bioconjugation work.
- Acetylide anion chemistry: treatment with a strong base deprotonates the acidic acetylenic proton to form a nucleophilic acetylide, which is then used to forge new carbon-carbon bonds with electrophilic partners.
- Alkene and ketone synthesis: the carbon-carbon triple bond serves as a precursor that can be converted further into alkenes or into carbonyl compounds through appropriate catalytic transformations in the synthetic sequence.
- Heterocycle construction: the alkyne handle provides the reactive unit needed to build heterocyclic ring systems, supporting medicinal chemistry and materials research programmes that require diverse molecular scaffolds.
Specifications
- Brand: TCI, catalogue code H0140
- CAS number: 693-02-7
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: 25 mL and 250 mL
- Physical form: liquid, highly volatile and flammable
- Storage note: keep tightly closed and stored away from heat and ignition sources
Handling and Storage
Because 1-Hexyne is a highly volatile and flammable liquid, it should be stored in a tightly closed original container placed in a cool, well ventilated area, well away from heat, open flames, sparks, and any other source of ignition. Containers must be closed immediately after each withdrawal to limit evaporative loss. Handle the material inside a fume hood, wear appropriate gloves, safety glasses, and a laboratory coat, and use spark-free equipment and proper grounding where transfers of larger volumes are involved. Keep the compound separated from strong oxidising agents and follow the safety data sheet supplied with the product.
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