
3-Hydroxypiperidine
Colorless to pale yellow viscous liquid
- Commodity name: 3-Hydroxypiperidine
Keywords:
I. Basic Information
Product Name: 3-Hydroxypiperidine
CAS: 6859-99-0
Molecular Formula: C₅H₁₁NO
Molecular Weight: 101.15 g/mol
EINECS: 229-999-3
II. Physicochemical Properties
Appearance: Colorless to pale yellow viscous liquid
Boiling Point: 110-112 ℃ (10 mmHg)
Density (25 ℃): 1.06 ± 0.02 g/cm³
Refractive Index (nD²⁵): 1.483 - 1.487
Flash Point: 96 ℃ (closed cup)
Solubility: Miscible with water, ethanol, THF; insoluble in n-hexane
Specific Rotation: [α]D²⁵ = ±22° (c=1, H₂O)
III. Applications
Innovative Pharmaceutical Synthesis
Antiviral drugs: Key chiral building block for HIV integrase inhibitor Dolutegravir, where the stereoconfiguration of the 3-hydroxy group critically impacts drug-target binding activity.
Targeted anticancer drugs:
Piperidine ring precursor for PARP inhibitor Olaparib
Construction site for active metabolite modification of CDK4/6 inhibitors
Neurological drugs:
Hydroxyl substrate for synthesizing GABA<sub>B</sub> receptor modulators (antiepileptic/analgesic)
Preparation of selective dopamine D<sub>3</sub> receptor antagonists (antipsychotic)
Asymmetric Catalysis
Chiral ligand: Forms complexes with Rh/Ru metals for:
Asymmetric hydrogenation of β-ketoesters (enantioselectivity >95%)
Dynamic kinetic resolution of allylamines
Organocatalyst: Bifunctional catalyst for synthesizing chiral β-amino alcohols (ee up to 98%)
Advanced Materials Engineering
Polymer modification:
Epoxy resin curing agent (enhances heat resistance >200°C)
Polyurethane chain extender (improves tear strength)
Functional additives:
Electrolyte additive for lithium-ion batteries (suppresses dendrite formation)
Cationic component of ionic liquids (lowers melting point to -40°C)
Agrochemical Science
Directed modification site for novel piperidine insecticides (e.g., diacylhydrazine derivatives)
Metabolic activity enhancement module for fungicide Fluopyram
IV. Technical Specifications
Test Item | Standard Requirement |
Chemical Purity (GC) | ≥99.0% |
Enantiomeric Excess (HPLC) | ≥99% ee |
Water Content (KF) | ≤0.5% |
Impurity Limits | Piperidin-3-one ≤0.2% |
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