4,4-Piperidinediol, Hydrochloride: An In-Depth Commentary

Historical Development

Chemistry always advances through curiosity and necessity. 4,4-Piperidinediol, Hydrochloride started popping up in laboratory journals and industrial notes around the mid-20th century. The molecule’s simple structure didn’t keep it out of the limelight—the diol attached to a piperidine backbone gave it a good hook for further tweaking. Labs noticed its potential both as a direct agent and a chemistry building block long before the compound really reached widespread catalog recognition. By the 1970s, improved synthetic procedures and a better understanding of its reactivity opened up new possibilities for chemical and pharmaceutical work. Now, papers and patents mention it both for large-scale industry and for fine-tuned research, especially as work in heterocyclic chemistry continues to grow.

Product Overview

4,4-Piperidinediol, Hydrochloride gets manufactured in a crystalline, white or off-white form. Its main draw lies in the two hydroxyl groups at the 4-position of the piperidine ring, sitting neatly for reaction or modification. Producers package it for shipment under dry and airtight conditions due to its affinity for water. Materials safety data sheets and technical bulletins notify chemists and technicians about storage—dry, cool areas in sealed containers prevent clumping and degradation. It’s often sold in bottle sizes sized for both research and large processing; suppliers target pharmaceutical labs, academic researchers, and specialty chemical production outfits.

Physical & Chemical Properties

This hydrochloride salt forms sturdy, fine crystals. Its melting point ranges near 205–210°C, depending on sample preparation and moisture content. Water brings it into solution; organic solvents do so less efficiently due to the salt form. As a hydrochloride, it boasts higher stability under ambient conditions compared to its neutral form. Acidic pH tie-in means chemical transformations use buffered environments. The molecule is stable under recommended storage, but does not resist strong oxidizers or bases over extended periods. Odor-free and bland to the touch, it slips through analytical processes—HPLC, NMR, FTIR—without generating noise or excess peak clutter, making purity checks feasible for labs of all sizes.

Technical Specifications & Labeling

Labs checking certificates of analysis for 4,4-Piperidinediol, Hydrochloride look for the minimum purity—above 98% serves high-end synthesis or regulatory work. Sodium, potassium, chloride, and other contaminant levels come in under parts-per-million thresholds, preventing interference in further synthesis. Labels follow global chemical standards, giving the UN number and hazard class, verified CAS registry number, and all recommended handling symbols. Large manufacturers also track batch traceability using barcode systems, so any recall or anomaly investigation starts and ends without guesswork. Shipment labels specify GHS pictograms so handlers spot corrosive or irritant risks at a glance, even if language barriers exist.

Preparation Method

Labs obtain 4,4-Piperidinediol, Hydrochloride through reduction and protection cycle methods. A common approach starts from glutaric acid derivatives, where cyclization delivers the six-membered ring. The 4,4-dihydroxy orientation comes from oxidative or selective reduction, often using sodium borohydride under carefully monitored pH. To secure the hydrochloride, freebase product gets treated with hydrochloric acid in water, then isolated by slow evaporation or precipitation with an anti-solvent like acetone. The resulting salt is filtered, washed, and dried under vacuum—a crucial step to finish with a product meeting tight specification. Labs scale this workflow from a few grams to tens of kilograms, so anyone from an undergraduate chemist to a chemical engineer can use or adapt it.

Chemical Reactions & Modifications

Having two hydroxyl groups opens up 4,4-Piperidinediol, Hydrochloride to esterification, etherification, and oxidation. The piperidine ring resists acid and base hydrolysis, yet delivers selectivity to ring-substitution, making it attractive for custom synthesis. Reagents like acyl chlorides readily react with the diol for ester analogs, while alkylation under controlled conditions leads to ether formation if needed downstream. The hydrochloride's protonation state lets reactions proceed in staged, predictable pathways, keeping byproducts to a minimum. Many pharmaceutical projects use it as an intermediate in the assembly of CNS drugs, either by adding extra groups or as a vector for more complex heterocyclic scaffolds.

Synonyms & Product Names

4,4-Piperidinediol, Hydrochloride often appears in literature or catalogs under synonyms like Piperidine-4,4-diol hydrochloride, 4-Hydroxypiperidine hydrochloride, or even by registry numbers such as CAS 40064-34-4. Certain patent filings and older synthesis references use less common tags or notation systems, so researchers checking compatibility or availability know to cross-reference. Manufacturers sometimes introduce internal codes or abbreviated labels for inventory; for regulatory filings, full nomenclature—including all systematic identifiers—remains standard practice. A search through chemical supply or regulatory databases confirms multiple synonym paths end at the same physical compound, preventing confusion or duplication of inventory.

Safety & Operational Standards

Lab work needs practical safety rules. 4,4-Piperidinediol, Hydrochloride, like many amine hydrochlorides, asks for gloves, eye protection, and ventilation. Material safety data point to low volatility: no routine respiratory risk unless dust becomes airborne. Skin and eye irritation land among potential concerns if direct exposure occurs, pushing labs to rely on goggles and fume hoods. If anyone spills it, standard chemical absorbents and triple-rinse cleanup protocols apply. Waste disposal channels this material to solvent or halide waste streams; municipal sewers or general trash aren’t options. First aid sections in safety documentation explain prompt flushing with clean water and medical attention for accidental contact, showing a clear trail from accident response to professional care.

Application Area

Research and production teams turn to 4,4-Piperidinediol, Hydrochloride for its unique nitrogen and oxygen chemistry. Drug discovery projects use it to probe CNS-modifying structures or for opioid receptor ligand platforms. Organic synthesis labs favor its reactivity in heterocyclic assembly lines, particularly if they need a non-planar, hydroxyl-rich intermediate, ideal for stepwise chemical design. It also sees use as a building block for custom monomers in polymer and material science. Some technical papers chart out radical scavenging and antioxidant studies, suggesting utility in specialized biochemical assays. The compound doesn’t appear on major regulated drug precursor lists, making it more approachable for above-board research channels.

Research & Development

Big-picture and small-scale R&D both rely on standard intermediates for rapid prototyping. 4,4-Piperidinediol, Hydrochloride fits into drug substance development, sometimes as a direct precursor, sometimes as a side-ring for testing SAR patterns. Analytical chemists map its reaction behavior with contemporary instrumentation, giving rise to published NMR, MS, and X-ray crystallography data. Advances in solid-phase and flow synthesis have re-evaluated its utility by cutting waste and reaction times. The molecule even features in preclinical toxicology sets, helping screen for off-target effects long before scale-up. New derivatives and analogs built on this frame power patents and push frontiers in both academic and industrial chemistry.

Toxicity Research

Toxicologists require data on new and established chemicals. Animal and cell-culture models show that 4,4-Piperidinediol, Hydrochloride doesn’t behave like more dangerous or reactive piperidine analogs, but does pose moderate risk of irritation or acute toxicity at high or prolonged exposures. Oral LD50 values point to low-millimole scale risk zones, with main symptoms confined to the gastrointestinal track or mild CNS depression at very high doses. Regulatory dossiers, including REACH documentation and global hazard labeling, call out eye and skin irritation, making standard precautions necessary for all users. Chronic exposure data remain rare; as a result, occupational safety authorities suggest rotation and exposure limits while keeping emergency eyewash stations and clean facilities on hand. No major carcinogenic or mutagenic signals appear in current literature, yet prudent practice dominates professional recommendations.

Future Prospects

As chemistry moves toward personalized medicine and efficient industrial routes, 4,4-Piperidinediol, Hydrochloride stands ready to fill roles as a starting point for targeted synthesis. Green chemistry frameworks look to optimize its preparation with leaner, less polluting processes. The diversity of potential modifications and the expanding set of analytical tools point toward more specialized derivatives in neurological drugs and smart polymers. Earlier restrictions on precursor molecules for controlled substances drive continual review and clarification in regulatory circles, but transparency and proactive safety research position it for long-term use in above-board science. As more labs trade experience through open publications and better electronic data systems, the knowledge ecosystem surrounding this compound will only grow, helping next-gen chemists and engineers solve problems with reliability and precision.




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4,4-Piperidinediol, Hydrochloride
4,4-Piperidinediol, Hydrochloride
4,4-Piperidinediol, Hydrochloride