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3-Hydroxypiperidine

Colorless to pale yellow viscous liquid

  • Commodity name: 3-Hydroxypiperidine

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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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