3-Phenyl-2-propynenitrile, also known as phenylpropiolonitrile, is a small organic compound that combines a phenyl ring, a carbon–carbon triple bond, and a nitrile group in one conjugated system. TCI supplies it as a Non-Heterocyclic Building Block. In organic synthesis laboratories it serves as a strongly electron-poor alkyne. This makes it a useful starting material for building heterocycles, carrying out cycloaddition reactions, and taking part in reactions with nucleophiles.
The compound's reactivity comes mainly from the nitrile group, which is conjugated directly with the alkyne. Because the nitrile group withdraws electrons, the alkyne becomes electrophilic and acts as a good Michael acceptor toward amines, thiols, and other nucleophiles. The activated alkyne is also a reactive dienophile in Diels–Alder reactions and a reactive dipolarophile in 1,3-dipolar cycloadditions. After the main reaction, the nitrile group can still be converted into an amide, a carboxylic acid, or an amine, or used to form nitrogen-containing rings. This lets chemists add more functionality in later steps.
In Indonesian synthetic chemistry and medicinal chemistry research, demand keeps growing for small, reactive, and versatile building blocks, especially for constructing new molecular scaffolds. University research groups, pharmaceutical development laboratories, and institutional research centres can use 3-Phenyl-2-propynenitrile to explore new reaction methods, prepare compound libraries, and synthesize intermediates for further study. Its compact structure and predictable reactivity make it suitable for both teaching-oriented research projects and advanced synthetic programmes.
- Heterocycle synthesis: the electron-poor alkyne and the nitrile group give two reactive sites that chemists can use to build nitrogen-containing and other ring systems.
- Michael addition studies: the nitrile group activates the triple bond, so the compound readily accepts amines, thiols, and other nucleophiles in conjugate addition reactions.
- Diels–Alder reactions: the activated alkyne acts as a reactive dienophile, which allows six-membered rings to be built from suitable dienes in a single step.
- 1,3-Dipolar cycloadditions: as a reactive dipolarophile, the compound can react with azides, nitrile oxides, and similar dipoles to form five-membered heterocyclic products.
- Functional group transformation: after the main reaction, the nitrile group can be converted into amides, carboxylic acids, or amines, which supports multistep synthesis in medicinal chemistry.
| Brand | TCI |
|---|---|
| CAS number | 935-02-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | as offered by TCI for product P2333; please confirm the available sizes when you order |
| Physical form | — |
| Storage | follow the conditions on the TCI label and Safety Data Sheet |
- Product code: P2333
Store 3-Phenyl-2-propynenitrile in its original, tightly closed container. Keep it in a cool, dry, well-ventilated area, away from heat, ignition sources, strong oxidizers, strong acids, and strong bases. Always check the TCI label and Safety Data Sheet for the recommended storage temperature and any specific requirements. Handle the compound in a fume hood and wear suitable gloves, safety glasses, and a laboratory coat. Do not inhale it and do not let it touch your skin or eyes. Nitrile-containing compounds should be treated with care. Label all containers clearly and dispose of waste according to institutional and local chemical safety regulations.
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