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Isolation and separation of
Terpenoids
Prepared by
Dr. N.GOPINATHAN
ASSISTANT PROFESSOR
DEPARTMENT OF PHARMACEUTICAL CHEMISTRY
FACULTY OF PHARMACY
SRI RAMACHANDRA UNIVERSITY
CHENNAI-116
TAMILNADU
INDIA
• Essential oil contain a number
of terpenoids belonging to
mono and sesquiterpenoid
group.
• Isolation of individual
terpenoid can be achieved by
chemical as well as physical
method
Chemical method
• Certain chemical methods have been applied
for the separation of terpenoids.
• In 1877, tilden discovered that whenever
terpenoid hydrocarbon are treated with
nitrosyl chloride in chloroform [ Tilden’s
reagent].
• Crystalline adducts having sharp melting
point are obtained
• The adducts were separated and
decomposed into their corresponding
hydrocarbons.
Terpenoid- alcohol
• It is separated by their reaction with
Phthalic anhydride to form diesters
when the primary alcohol react
readily, secondary alcohol less
readily and tertiary do not react.
• The diesters are extracted with
NaHCO3 and then decomposed by
alkali to the parent terpenoid
alcohol
• Terpenoid aldehydes and
ketones were seperated by
reaction with common
carbonyl reagent such
asNaHCO3, 2,4 dinitro penyl
hydrazine, phenyl hydrazine
reagent.
Physical method
• Fractional distillation method
• The various terpenoids present in essential
oil are separated by fractional distillation
method.
• The terpenoid hydrocarbon distill over first
followed by oxygenated derivative.
• Distillation of the residue under reduced
pressure yield sesquiterpenoids and these
are separated by fractional distillation.
• Fractional distillation is to be
carried out under reduced
pressure in the presence of an
inert gas.
• These conditions are essential
because many terpenes are
sensitive to heat and
atmospheric oxygen.
Chromatography
• In adsorption chromatography, the
essential oil is made to flow through
a particular adsorbent
• Different types of terpenoid are
adsorbed at different places on the
adsorbent to form different
chromatogram
• Then various chromatograms are
eluted by different solvent
system to get different elute.
• Alumina and silica gel are used
as adsorbent.
• Vapor phase partition , counter
current and gas chromatography
have been used.
Thank you

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Isolation and Separation of Terpenoids from Essential Oils

  • 1. Isolation and separation of Terpenoids Prepared by Dr. N.GOPINATHAN ASSISTANT PROFESSOR DEPARTMENT OF PHARMACEUTICAL CHEMISTRY FACULTY OF PHARMACY SRI RAMACHANDRA UNIVERSITY CHENNAI-116 TAMILNADU INDIA
  • 2. • Essential oil contain a number of terpenoids belonging to mono and sesquiterpenoid group. • Isolation of individual terpenoid can be achieved by chemical as well as physical method
  • 4. • Certain chemical methods have been applied for the separation of terpenoids. • In 1877, tilden discovered that whenever terpenoid hydrocarbon are treated with nitrosyl chloride in chloroform [ Tilden’s reagent]. • Crystalline adducts having sharp melting point are obtained • The adducts were separated and decomposed into their corresponding hydrocarbons.
  • 5. Terpenoid- alcohol • It is separated by their reaction with Phthalic anhydride to form diesters when the primary alcohol react readily, secondary alcohol less readily and tertiary do not react. • The diesters are extracted with NaHCO3 and then decomposed by alkali to the parent terpenoid alcohol
  • 6.
  • 7. • Terpenoid aldehydes and ketones were seperated by reaction with common carbonyl reagent such asNaHCO3, 2,4 dinitro penyl hydrazine, phenyl hydrazine reagent.
  • 8. Physical method • Fractional distillation method • The various terpenoids present in essential oil are separated by fractional distillation method. • The terpenoid hydrocarbon distill over first followed by oxygenated derivative. • Distillation of the residue under reduced pressure yield sesquiterpenoids and these are separated by fractional distillation.
  • 9. • Fractional distillation is to be carried out under reduced pressure in the presence of an inert gas. • These conditions are essential because many terpenes are sensitive to heat and atmospheric oxygen.
  • 10. Chromatography • In adsorption chromatography, the essential oil is made to flow through a particular adsorbent • Different types of terpenoid are adsorbed at different places on the adsorbent to form different chromatogram
  • 11. • Then various chromatograms are eluted by different solvent system to get different elute. • Alumina and silica gel are used as adsorbent. • Vapor phase partition , counter current and gas chromatography have been used.