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8/18/2019 b Carotene
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KISHAN DARJI
09BPH007
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INTRODUCTION: Naturally occurs in
all green plants. It oten occurs associate!"it# c#lorop#yll.
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ISOLATION
Drie! an! t#en t#ese are crus#e! to a $ne po"!er.
%&tracte! "it# petroleu' et#er repeate!ly at roo'te'perature
(#e e&tracte! are co')ine an! t#en concentrate! as aras possi)le at *0+ , -0+ un!er re!uce! pressure.
A!! car)on !isulp#i!e / s'all a'ount o et#anol to t#issolution to re'oe colorless i'purities "#ic# arere'oe! )y !ecantation..
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(#e 'i&ture o 1,2 3,2 an! 4,carotenes are co'es outusing colou'n c#ro'atograp#y.
calciu' #y!ro&i!e is use! as a!sor)ent an! petroleu'et#er as solent.
In colu'n2 3,carotene gets a)sor)s a)oe 1,carotene )ut)elo" 4,carotene. 5inally2 t#e in!ii!ual carotenes areelute! or' a!sor)ent )y using et#er containing 60alco#ol.
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Properties
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8Molecular formula : -0H6.
8 Presence of eleven double bonds :3,carotene is #y!rogenate! )y eleen H
'olecule. (#is reaction s#o"s t#at 3,carotene contain
eleen !ou)le )on!s.
Chemistry
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8/18/2019 b Carotene
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Presence of two β-ionone units:When β-ionone (I) is ozonolysed, its yields, among other products,geronic acid (II). But when β-carotene is ozonolysed, this is
geronic acid in amount that corresponding to the presence of two
β-ionone residue.
It follows that C! portion of the molecule will "e con#ugated. $he
presence of con#ugation in this portion has "een confirmed "y the
fact that β-carotene forms an adduct with % molecules of maleic
anhydride
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Presence of methyl side chains :
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Ho"eer2 t#e a'ount o acetic aci! o)tains !uringo&i!ation o 3,carotene o t"o 3,ionone nuclei "#i only t"o 'olecules o acetic aci!. (#is set o reac
t#at so'e 'et#yl si!e c#ain are present in t#e con ;
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Rot# 'et#yl si!e c#ain !eter'ination is applie!arotene2 it yiel! >6.- 'olecules o acetic aci!.
in!icates t#at our ?;H*=@ groups are present in o 3,carotene 'olecule. ut o t#ese2 t"o are pres"o en! 3,ionone resi!ue.
Number and position of side chains
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(#is s#o"s t#at !ou)le )on! in one o t#e 3,ionone ring #as )eeno&i!ie!. Ha! t#e c#ain )een o&i!ie! t#ere "oul! #ae )een c#ainscission.
Conformation of structure of β
carotene !
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Karrer et al. (19!": #he synthesis in$ol$es followin%steps:
In )ro'i!e in t#e presence o inc t#e B,ionone is
conerte! into t#e Acetylenic car)inol.
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