Page 200 - PG 504-theoretical notes-phyto-1-2024-2025..

Clinical pharmacy PharmD program Third level Phytochemistry-1 (PG-504)

1-Thujane derivatives:

Sabinene:

Occurrence: Oil of savin (Juniperus sabina)
1- Bicyclic monoterpenes have a tendency to undergo molecular rearrangement, shifting of
the double bonds may take place, oxidation, dehydrogenation and hydrogenation are likely.

2- Acid treatment open the rings

Sabinene is one of the chemical compounds that contributes to the spiciness of black
pepper

OH 

Dehydration
OH
OH
Terpinene-4-ol Limonene Terpinene
Cold H SO
2
4 Hot H 2 SO 4
Hydration then Dehydration
Hydration

H +
Isomerisation
-thujene Sabinene

2-Pinane Derivatives

a-Pinene:

• Occurrence: In turpentine oil.

• Isolation & Purification:

• Isolation: by fractional distillation.

• Purification: by adding NOCl (nitrosyl chloride), where a-pinene is converted to
crystalline nitrosochloride, then recovered by the addition of aniline.

• Use: - highly repellant to insects

- substrate for many synthetic products such as borneol & camphor

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