1-Pyrrolidino-1-cyclohexene from TCI (product code P1020) is an enamine formed from cyclohexanone and pyrrolidine, and it is one of the classic reagents of synthetic organic chemistry. Because its structure contains a pyrrolidine ring, it is classed as a heterocyclic building block. In the laboratory, this enamine serves as a neutral equivalent of the cyclohexanone enolate. Chemists can therefore functionalize the alpha position of the ketone without using strong bases, which keeps reaction conditions milder and easier to control.
Chemists choose this reagent because the beta carbon of the enamine double bond is nucleophilic. That carbon reacts with activated alkyl halides, acyl chlorides and Michael acceptors in the transformations known as Stork enamine alkylation and acylation. When the reaction is complete, mild hydrolysis with water restores the ketone group and releases pyrrolidine. This route tends to give cleaner monoalkylated products than direct enolate alkylation, which often produces mixtures of polyalkylated compounds. The result is a more predictable outcome and simpler purification.
In Indonesian laboratories, 1-Pyrrolidino-1-cyclohexene is useful for advanced organic chemistry practicals, for research on the synthesis of cyclic compounds, and for developing pharmaceutical intermediates or fragrance compounds. Buying the enamine ready-made saves the preparation step of condensing cyclohexanone with pyrrolidine. That lets researchers and lecturers spend more time on the key transformation itself. It also gives university teaching laboratories, research groups and industrial R&D teams a consistent starting material from a recognized brand.
Related TCI products
- Stork enamine alkylation: the nucleophilic beta carbon reacts with activated alkyl halides, so chemists can introduce substituents at the alpha position of cyclohexanone without strong bases.
- Stork enamine acylation: reaction with acyl chlorides followed by mild aqueous hydrolysis gives acylated cyclohexanone derivatives, making this reagent a practical route to 1,3-dicarbonyl type products.
- Michael addition chemistry: the enamine adds to Michael acceptors under neutral conditions, giving controlled carbon-carbon bond formation and access to more complex substituted cyclic ketone frameworks.
- Advanced organic chemistry teaching: as a classic reagent, it clearly shows how enamines act as enolate equivalents, which suits university practicals on carbonyl reactivity and synthetic strategy.
- Pharmaceutical and fragrance intermediate development: cleaner monoalkylation than direct enolate chemistry helps research teams prepare substituted cyclohexanone intermediates with fewer side products and simpler purification steps.
| Brand | TCI (product code P1020) |
|---|---|
| CAS number | 1125-99-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in the pack sizes supplied by TCI; please check the product listing for current options |
| Physical form | see the TCI product documentation and the Safety Data Sheet |
| Storage | keep tightly sealed and protected from moisture, according to the manufacturer's label |
Water hydrolyzes enamines back to the parent ketone and amine, so keep 1-Pyrrolidino-1-cyclohexene protected from moisture and air. Store it in the original tightly closed container in a cool, dry, well-ventilated area, away from acids, oxidizing agents and sources of ignition. After each use, flush the container with an inert gas such as nitrogen or argon and reseal it promptly. Handle the reagent in a fume hood and wear safety glasses, chemical-resistant gloves and a laboratory coat. Always read the manufacturer's Safety Data Sheet and label instructions before use, and dispose of waste according to local regulations.
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