N-Methyl-3-hydroxypyrrolidine
Structural Features:Pyrrolidine ring with a hydroxyl group (─OH) at the 3-position
- Commodity name: N-Methyl-3-hydroxypyrrolidine
Keywords:
I. Basic Chemical Information
Alias:3-Hydroxy-1-methylpyrrolidine
English Name: 1-Methyl-3-pyrrolidinol
Molecular Formula: C₅H₁₁NO
Molecular Weight:101.15 g/mol
CAS No.:
13220-33-2 (Primary Registry Number)
99445-21-3 (Alias-associated Number)
EINECS Number:236-189-3
Structural Features:Pyrrolidine ring with a hydroxyl group (─OH) at the 3-position, nitrogen atom substituted with a methyl group (─CH₃), possesses a chiral center (R/S isomers exist).
II. Physicochemical Properties
Appearance :Colorless transparent liquid
Boiling Point :50-52 ℃ (0.133 kPa); 74-75°C (1.6 kPa)
Density :0.921 g/mL (25 ℃)
Refractive Index : n²⁰/D = 1.4640
Flash Point :70 ℃ (closed cup)
Solubility :Soluble in water, ethanol, ether, benzene; Slightly soluble in chloroform, methanol pKₐ 14.95 (predicted, basic)
Stability :Store away from light and moisture; avoid strong oxidizing agents
III. Core Application Areas
1. Pharmaceutical Intermediate:
Primarily used to synthesize neuroactive drugs (e.g., vilazodone derivatives as antidepressants) and antibacterial agents (e.g., as a modifying unit in quinolone antibiotics).
Enhances the drug's ability to penetrate the blood-brain barrier.
2. Functional Material Monomer:
Can be used to prepare ionic liquids or thermosensitive hydrogels for controlled drug release carriers.
3. Asymmetric Synthesis:
Serves as a chiral base catalyst in asymmetric Strecker reactions for synthesizing α-amino acids.
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