A powerful, dry quinoline material with a pungent leather-tobacco character reminiscent of tanned hide and old books. It has a distinctly bitter, tarry-animalic edge with earthy and slightly smoky facets, and in dilution reveals a subtle woody-hay quality. Overdoses feel harsh and medicinal.AI · claude-opus-4-7
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Perfume and Flavor Chemicals, page 959.
Colorless liquid or pale amber-colored oily liquid, solidifying in the cold.
Slightly soluble in water, soluble in alcohol and oils, poorly in Propylene glycol.
The odor of the commercial product may vary considerably from that of the purified product. There are fishy, 'ashtray'-like odors which seem to give way to sweeter, oily herbaceous notes in pure material.
This Quinoline has found some use in perfume compositions, and even the commercial grade is used for its 'tobacco'-like effect which is, indeed, more exhibiting the undesirable notes (ashtray, etc.) than the originally intended (cured tobacco leaves) odor.
1) by isolation from coal tar quinolines. 2) by Dodbner-Miller synthesis from ortho-Aminobenzaldehyde and Acetone in Sodium hydroxide solution.