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Description
TCI D3710 9-Decyn-1-ol is a long-chain alcohol containing ten carbon atoms, carrying a primary hydroxyl group at one end and a terminal triple bond at the other. In the laboratory, this compound serves as a bifunctional building block, meaning a starting material that bears two different functional groups at widely separated positions so that each may be reacted independently. Its role is prominent in the synthesis of long-chain molecules, molecular linkers, insect pheromones, modified lipids, and marker compounds for chemical biology, because the long methylene chain acts as a flexible spacer between the two reactive ends.
The property that makes this compound a frequently preferred choice is the orthogonal reactivity of its two termini. The primary alcohol is readily oxidised to an aldehyde or an acid, converted into a tosylate, mesylate, or halide, and esterified or etherified using standard procedures. The terminal alkyne, on the other hand, can be deprotonated to an acetylide for chain extension, used in Sonogashira coupling, hydration, hydroboration, and controlled reduction to either the cis or trans alkene, and above all in the azide–alkyne cycloaddition reactions that form the backbone of click chemistry. Each end can therefore be addressed selectively in sequence.
In Indonesian laboratories, 9-Decyn-1-ol is typically used in university organic synthesis groups, natural product and pheromone research programmes, and chemical biology work where a defined-length linker is required between two molecular fragments. It is commonly handled at bench scale in fume-hooded synthesis laboratories, where it is weighed or transferred by syringe into standard glassware for multi-step preparations. Research institutes and contract synthesis laboratories also draw on it when a ready-made bifunctional intermediate saves several preparative steps.
Laboratory Applications
- Click chemistry and bioconjugation: the terminal alkyne participates directly in azide–alkyne cycloaddition, while the free hydroxyl remains available for attachment of a second molecular partner.
- Insect pheromone synthesis: the ten-carbon chain with terminal unsaturation matches common pheromone skeletons, and controlled alkyne reduction gives access to either cis or trans alkene geometry.
- Molecular linker and spacer construction: the long flexible methylene chain sets a defined distance between two conjugated fragments, with both ends independently derivatisable during assembly.
- Modified lipid preparation: the primary alcohol is esterified or etherified using standard procedures, leaving the alkyne terminus intact as a handle for later labelling or coupling.
- Chain-extension and cross-coupling sequences: the alkyne can be deprotonated to an acetylide or coupled under Sonogashira conditions, allowing systematic elaboration of long-chain target molecules.
Specifications
- Brand: TCI
- CAS number: 17643-36-6
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: 9-Decyn-1-ol (product code D3710)
- Pack sizes: available in the standard TCI catalogue pack sizes for this product code
- Storage: keep in a cool, dry place in the tightly closed original container, following the manufacturer's stated storage conditions
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from heat, ignition sources, and strong oxidising agents, following the storage conditions stated by the manufacturer for this product code. Keep the material in its original supplier container or in a compatible tightly sealed glass bottle, and avoid prolonged exposure to air and moisture during repeated sampling. All weighing and transfer should be carried out inside a fume hood using clean, dry glassware and syringes. Laboratory personnel should wear a laboratory coat, chemical-resistant gloves, and safety goggles, avoid contact with skin and eyes, and consult the supplier's safety data sheet before use. Segregate waste and label all secondary containers clearly.
