Harmine

Chemical and physical properties

7-methoxy-β-carboline

Freebase Harmine

• Composition: C13H12N2O
• Molecular Weight: 212.25 (Sigma Aldrich)
• Melting point: 262-264 °C (Sigma Aldrich)
• Boiling point: 421.4°Cat760mmHg (Lookchem)
• XLogP: 2.5
• XLogP3: 3.6
• pKa: 7.7
• Colorimetric reagent results: Here
• Solubility:

Insoluble in basic water, poorly soluble in distilled water. Reasonably soluble in acetone (at 25°C, acetone can dissolve 4mg/ml mixed harmalas as this test shows)

• Isolation: To separate from harmaline, using pKa properties, raise pH of solution containing both alkaloids to pH 8.75 to precipitate 92% of harmine and only 8% Harmaline. Filter to retrieve precipitated alkaloids, and raise the pH further to retrieve the bulk of harmaline. Check the freebase percentage calculator thread and the Harmala Extraction Guide for more info.

Harmine Hydrochloride

• Melting Point: 321 °C
• Solubility:

Soluble in water

Insoluble in salt-saturated water