Piperidin-3-Ol: A Detailed Commentary

Historical Development

Piperidin-3-ol has roots going back to early 20th-century organic chemistry. Chemists originally searched for versatile building blocks that could bridge the gap between simple amines and more complex heterocycles. Over time, structural analogs of piperidine shaped the development of synthetic methods for pharmaceuticals and fine chemicals. By the late 1950s, research journals featured procedures for converting piperidine rings to various hydroxylated forms, including the coveted 3-position alcohol. Those early papers speak to a period of fast-paced progress. During the 1970s, as laboratory standards improved and analytic tools advanced, the isolation and purification of piperidin-3-ol became far simpler, encouraging chemists to further explore its potential in both academia and industry.

Product Overview

Today, piperidin-3-ol finds its way into research labs, specialty chemistry companies, and pharmaceutical synthetic routes. Its unique structure—a piperidine ring bearing a hydroxyl group at the third carbon—sets it apart from other secondary amines. The compound serves as an intermediate, facilitating access to more complicated molecules. Its uses include the synthesis of active pharmaceutical ingredients, agricultural chemicals, and even some specialty polymers. Bulk suppliers often provide this material in stable, recyclable packaging, with purities exceeding 98%, reassuring chemists about the reliability of their starting material.

Physical & Chemical Properties

At room temperature, piperidin-3-ol typically appears as a colorless to pale yellow liquid or low-melting solid, depending on its exact purity. Its molecular formula reads C5H11NO and the structure features both nitrogen and oxygen atoms, making it amphiphilic enough to dissolve in both water and many organic solvents. The presence of a secondary alcohol means the compound can participate in hydrogen bonding, and this plays a key role when designing reaction pathways that leverage its unique shape and reactivity. Its boiling point hovers around 205°C, and its pleasant, slightly sweet odor can mask the typical bitterness expected from simple amines, which is a small but practical bonus during lab work.

Technical Specifications & Labeling

Manufacturers supplying piperidin-3-ol must adhere to detailed labeling requirements. Each shipment includes lot numbers, production dates, and documented origins for full traceability. Product labels highlight purity percentages, methods of purification, and analytic data such as NMR and GC-MS spectra. This detailed information enables researchers to quickly audit the quality and integrity of the compound before it enters a critical synthesis. Labels frequently list the melting and boiling points, storage conditions, and emergency information. Reputable suppliers routinely test for residual solvents and inhibitors to keep contamination below acceptable thresholds, reassuring anyone who ever questioned the purity of what arrived in their lab.

Preparation Method

Most commercial routes for manufacturing piperidin-3-ol involve the partial reduction of pyridine-3-carboxylic acid derivatives, followed by hydrolysis and hydrogenation steps. Chemists can carry out this multi-stage synthesis under mild pressures using selective catalysts such as palladium on carbon, avoiding aggressive conditions that could degrade the ring. Hydrogenation setups inside modern reactors produce high yields, especially when optimized with sufficient agitation, precise temperature control, and constant monitoring by high-performance liquid chromatography. Laboratories working at smaller scale often adapt these published methods, modifying them to suit available reagents or to streamline purification, for example, by short-path distillation or crystallization from alcohols.

Chemical Reactions & Modifications

Once you have piperidin-3-ol, the door opens to a wide range of chemical transformations. The hydroxyl group, sitting at the third carbon, invites etherification, esterification, oxidation, and halogenation. For example, simple treatment with acid chlorides or anhydrides gives esters, while mild oxidation can convert the alcohol to a ketone. The nitrogen in the ring offers further functionalization, enabling the formation of N-alkyl or N-acyl derivatives. In medicinal chemistry, chemists often tweak both the hydroxy and amino groups to adjust solubility, bioavailability, or binding affinity. These modifications impact the compound’s behavior and help tune the pharmacological profiles of many final products.

Synonyms & Product Names

Piperidin-3-ol sometimes goes by alternative designations to suit different markets. Synonyms in the literature include 3-Hydroxypiperidine, 3-Piperidinol, and beta-hydroxypiperidine. International suppliers may label it using these names, and regulatory agencies require all synonyms on safety data sheets. Tracing these names through the literature or chemical catalogs helps researchers uncover relevant data and cross-check specifications before making critical sourcing decisions.

Safety & Operational Standards

Handling piperidin-3-ol involves more than just gloves and goggles. Reliable lab safety depends on knowing its hazards—moderate toxicity, potential irritation to skin and eyes, and a faint but persistent smell that some find unpleasant. Material Safety Data Sheets call for well-ventilated spaces, chemical-resistant clothing, and routine spill management plans. Fume hoods prevent inhalation, and secondary containment limits the spread of accidental releases. Some schools and companies even provide extra training on handling nitrogen-containing organics due to their unique toxicological risks. Fire safety remains a priority, even though the compound is not highly flammable. Emergency eyewashes and showers should always be accessible, since accidental splashes require prompt, thorough rinsing.

Application Area

The value of piperidin-3-ol comes alive in the world of applied chemistry. Medicinal chemists rely on it as a scaffold for drug discovery, especially for central nervous system agents, antiviral compounds, and enzyme inhibitors. In agrochemical research, it shows promise for synthesizing active components that control pests or enhance crop resistance. Materials science benefits, too, as polymer researchers experiment with modifying piperidine rings to tune electrical or thermal properties. Its dual functionality—both amine and alcohol in the same ring—lets scientists tailor it further, one group at a time, to headline new product releases across pharmaceuticals, biotechnology, and advanced materials.

Research & Development

Each year, research groups publish new methods for improving the yield, selectivity, and scalability of piperidin-3-ol synthesis. Catalytic hydrogenation procedures continue to make headlines, with scientists reporting new ligands, catalysts, and reactor designs. Collaborations between academic and industrial labs speed up the evaluation of new derivatives, aiming to replace harsh reagents with safer, greener alternatives. Computational modeling grows in influence, letting teams predict the behavior of novel piperidine-based drugs before they ever enter the lab. Peer-reviewed journals and patent offices have seen a steady rise in publications and filings that include piperidin-3-ol scaffolds, suggesting that both fundamental science and commercial innovation feed off the versatility of this one molecule.

Toxicity Research

A responsible approach involves not only maximizing utility but also thoroughly investigating safety risks. Piperidin-3-ol demonstrates moderate acute toxicity in animal models, with irritation to mucous membranes, respiratory tracts, and skin. Chronic exposure remains underexamined, so caution dictates working with small amounts, careful storage, and detailed hazard communication. Regulatory reports cover the typical occupational exposure risks, from headaches and nausea to more severe effects if ingested or inhaled in large quantities. Toxicologists keep searching for safer analogs or additives that can minimize the impact on both users and the environment, advocating for transparent reporting and regular screening of exposed personnel. Until toxicity data catches up to usage rates, prudent handling and full compliance with safety protocols protect everyone involved.

Future Prospects

Looking ahead, the outlook for piperidin-3-ol includes both incremental advances and the promise of major breakthroughs. Trends point toward greener, more efficient synthetic routes. Chemists invest in renewably sourced starting materials and aim to cut down on hazardous reagents. Regulatory agencies expect even more transparency on product documentation and lifecycle analysis, so chemical suppliers are putting serious resources into traceability and environmental impact studies. Medicinal chemists hope to unlock new therapeutic opportunities with analogs tailored for diseases that resist older drugs, adding further importance to this molecule’s role in research pipelines. By embracing responsible innovation and data-driven approaches, scientists keep pushing the boundaries of what piperidin-3-ol can bring to lab benches, production floors, and patient lives around the globe.




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Piperidin-3-Ol
Piperidin-3-Ol
Piperidin-3-Ol