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3-Hydroxy Piperidine

3-Hydroxy Piperidine

Introduction

3-Hydroxy Piperidine is an organic compound with the molecular formula C₅H₁₁NO. It is a six-membered heterocyclic compound containing a piperidine ring with a hydroxyl (-OH) group at the third carbon position.

Chemical Identity

  • IUPAC Name: 3-Hydroxypiperidine
  • Molecular Formula: C5H11NO
  • Molecular Weight: 101.15 g/mol
  • CAS Number: 6859-99-0

Structure and Properties

3-Hydroxy Piperidine is an organic compound belonging to the class of piperidines, which are six-membered heterocyclic compounds containing one nitrogen atom. In 3-Hydroxy Piperidine, a hydroxyl group (-OH) is attached to the third carbon atom in the piperidine ring. The presence of this hydroxyl group significantly influences its chemical reactivity and solubility.

  • Physical State: It typically appears colourless to pale yellow liquid or crystalline solid.
  • Solubility: Soluble in water, ethanol, and various organic solvents, enhancing its versatility in chemical reactions.

Synthesis

3-Hydroxy Piperidine can be synthesized through multiple chemical pathways. Two standard methods include:

  1. Reduction of 3-piperidone: This method involves reducing 3-piperidone using suitable reducing agents such as sodium borohydride (NaBH4) or catalytic hydrogenation.
  2. Hydrolysis of Precursors: Hydrolysis of appropriate precursors, such as 3-hydroxy-N-protected piperidines, followed by deprotection to yield the free 3-hydroxy Piperidine.

Applications

3-Hydroxy Piperidine is a valuable intermediate and building block in various chemical and industrial applications:

  1. Pharmaceuticals:
    • It is an intermediate in synthesizing numerous pharmacologically active compounds, particularly in developing drugs targeting neurological disorders and certain cancers.
    • Used in the design and synthesis of receptor agonists and antagonists.
  2. Agrochemicals:
    • Employed in synthesizing pesticides, herbicides, and fungicides, contributing to developing efficient and effective agricultural chemicals.
  3. Organic Synthesis:
    • Acts as a reagent and intermediate in preparing more complex organic molecules, including fine and speciality chemicals.
    • Utilized in the synthesis of heterocyclic compounds, which are crucial in medicinal chemistry and material science.

Safety and Handling

As with many chemical substances, proper safety measures must be taken when handling 3-Hydroxy Piperidine:

  • Personal Protective Equipment (PPE): Use appropriate PPE, including gloves, goggles, and lab coats, to prevent direct contact with the substance.
  • Storage: Store away from incompatible materials, such as potent oxidizing agents, in a cool, dry place.
  • First Aid Measures: Follow standard first aid measures in case of contact. For skin contact, wash thoroughly with soap and water. In case of eye contact, rinse immediately with plenty of water and seek medical attention.

Consult the Material Safety Data Sheet (MSDS) for detailed information on safety protocols and potential hazards.

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