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N-Methyl-3-hydroxypyrrolidine

Structural Features:Pyrrolidine ring with a hydroxyl group (─OH) at the 3-position

  • Commodity name: N-Methyl-3-hydroxypyrrolidine

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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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