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-: DR. DHAVAL DESAI
Assistant Professor
VITAMINS
Besides Oxygen,Water,Fat,carbohydrates and salts,some
natural organic compounds are also necessary for the growth
of our body
Although,they are very important for our body These organic
compounds are known as vitamins
In 1911,the scientist “Funk” found that there are some
compounds present in our foods which protect us from
diseases like berry-berry,scurvy
That means in the absence of these compounds in our foods
,we may suffer from such diseases
According to “funk”,they are organic compounds
containing nitrogen element.He called them the
“vitamines”[vital-amines]
But,it was found there after that it is not necessary that
all these compounds should contain nitrogen atom.
Hence , the correction was made in their common name
and the new name “vitamins” was given
“vitamins” are the organic compounds which are
required in a very small amount by a living organism and
are necessary for the nourishment and growth of the
animals
CLASSIFICATION OF VITAMINS
Presently , there are about 25 vitamins.
They can be classified and some of them can also
be synthesised.
They are classified into two groups according to
their solubility in water and fats.
1. Water soluble vitamins
2. Fat soluble vitamins
1. Water soluble vitamins
 This class consists of vitamin-B[which includes Thiamine ,
Reboflavin , Pyridoxin , Nicotinic acid , Biotin and Folic acid]
and vitamin-c
2. Fat soluble vitamins
 This class consists of vitamin-A , vitamin-B , vitamin-E and
vitamins-k
 However , vitamin-H is an exception it is soluble in water as
well as in fats
NOMENCLATURS OF VITAMINS
 Vitamins are desingnated by alphabets like
A,B,C,D,E,ets …… in order of their discovery some
vitamins do not exist in a pure form but in the form
of mixed compound.
Ex:-Vitamins-B complex :-This vitamins is a mixture
of B1,B2,B6,H,…..etc
VITAMIN-A1 OR RETINOL
Vitamin-A1 is a Fat soluble vitamin.
This vitamin is also known as Retinol.
Which is found present in the liver and blood of fish
CH2OH
It is also found present in carrot , green vegetable ,
sweet potatoes , tomatoes etc in form of carotenes
,which are easily converted into vitamin-A1.
Vitamin-A1 was isolated as a crystalline solid.
Its melting point is 63*-64*C.
It is optically active , sensitive to light and air , but it is
resistant to heat.
It can be destroyed by uv light.
Its deficiency in animal may cause night blindness
but a prolonged deficiency of this may lead to
hardening of conjactive and melting of cornea
which is termed as “Xerophthalmia” and may lead
to complete blindness in some cases.
Its deficiency also produced dryness of skin and
hair.
EVIDENCES TO PROVE THE
STRUCTURE
It’s molecular formula is :- C20H30O
Presence of 1*- alcoholic group:-
Vitamin – A1 forms an ester with P-nitro benzoic acid ,
indicating the presence of hydroxyl group in Vitamin-A1
Which was shown to be alcoholic in nature by Uv
spectra
Oxidation of Retinol gives Retinaldehyde having same
of carbon atoms .
This fact also lead to the conformation that an oxygen
atom is present as 1*- alcoholic group.
Presence of Five double bond:-
Vitamin-A1 an catalytic Reduction gives perhydro
retinal.
During the above reaction 5 mole of hydrogen are used up,
which confirm the presence of five double bonds in Retinol.
This reaction indicates the presence of 5 double bonds in
vitamin-A1.
Reduction
pt or Al/Hg +5H2
C20H30O
C20H40O
Per-hydro retinol
The formula of per-hydro retinol is C20H40O,So we can
say that the formula of parent hydrocabon will be C20H40
, which corresponds to the general formula CnH2n, for
compound having one ring.
Vitamin-A1 or Retinol also give an addition product with
2 mole of malic anhydride.
This reatcion indicates that vitamin-A1 contains four
ethylinic double bonds in the side chain.
This fact also confirm by the uv spectra.
Presence of B-ionone ring:-
C20H30O Ozonolysis
O3
COOH
COCH3
Ozonolysis
O
Vitamin-A1
Geronic acid
B-ionone
Vitamin-A1 an ozanolysis gives geronic acid.
The resultant acid is also obtained by the
ozanolysis of B-ionone.
This fact the presence of B-ionone residue in
Vitamin-A1.
Presence of three group
CH3
C
C20H30O
Oxidation
alk.KMnO4
Oxidation
hot cromic acid
Cro3
2 CH3COOH
3 CH3COOH
Acetic acid
Acetic acid
Vitamin-A1
Vitamin-A1 on oxidation with alkaline KMno4 at
high temp* give 2 mole of acetic acid.
Therefore, side chain of vitamin-A1 contanis two
group.
Vitami-A1 an oxidation with hot cromic acid give 3
moles of acetic acid, indicating the presence of
three group in Vitamin-A1
 ,which are in form of
CH3
C
CH3
C
CH3
CC
Presence of Isoprene unit:-
 Most of the carotenoids contains isoprene units in
side chain, so we can say that Vitamin-A1 also
contains isoprene units in its side chain.
CH
CH3
CH2CH C
From the all arguments , we can say that vitamin-
A1 contains half of the B-carotene structure.
CH3 CH3
CH CH
CH CH
CH3
CH3
B-carotene
Number of isoprene units:-
Viamin-A1 an reaction with alcoholic HCl, yields an
anhydro compound (A) which an dehydrogenation
with seleniam yield 1,6-dimethyl naphthalene
Vitamin-A1
EtOH - HCL
CH
CH3
CH2
CH C CH. OH
se

CH3
CH3
1-6dimethyl
naphthalene
The formation of this product can only be explained
, if there are two isoprene unit in Vitamin-A1
Vitamins

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Vitamins

  • 1. -: DR. DHAVAL DESAI Assistant Professor
  • 2. VITAMINS Besides Oxygen,Water,Fat,carbohydrates and salts,some natural organic compounds are also necessary for the growth of our body Although,they are very important for our body These organic compounds are known as vitamins In 1911,the scientist “Funk” found that there are some compounds present in our foods which protect us from diseases like berry-berry,scurvy That means in the absence of these compounds in our foods ,we may suffer from such diseases
  • 3. According to “funk”,they are organic compounds containing nitrogen element.He called them the “vitamines”[vital-amines] But,it was found there after that it is not necessary that all these compounds should contain nitrogen atom. Hence , the correction was made in their common name and the new name “vitamins” was given “vitamins” are the organic compounds which are required in a very small amount by a living organism and are necessary for the nourishment and growth of the animals
  • 4. CLASSIFICATION OF VITAMINS Presently , there are about 25 vitamins. They can be classified and some of them can also be synthesised. They are classified into two groups according to their solubility in water and fats. 1. Water soluble vitamins 2. Fat soluble vitamins
  • 5. 1. Water soluble vitamins  This class consists of vitamin-B[which includes Thiamine , Reboflavin , Pyridoxin , Nicotinic acid , Biotin and Folic acid] and vitamin-c 2. Fat soluble vitamins  This class consists of vitamin-A , vitamin-B , vitamin-E and vitamins-k  However , vitamin-H is an exception it is soluble in water as well as in fats
  • 6. NOMENCLATURS OF VITAMINS  Vitamins are desingnated by alphabets like A,B,C,D,E,ets …… in order of their discovery some vitamins do not exist in a pure form but in the form of mixed compound. Ex:-Vitamins-B complex :-This vitamins is a mixture of B1,B2,B6,H,…..etc
  • 7. VITAMIN-A1 OR RETINOL Vitamin-A1 is a Fat soluble vitamin. This vitamin is also known as Retinol. Which is found present in the liver and blood of fish CH2OH
  • 8. It is also found present in carrot , green vegetable , sweet potatoes , tomatoes etc in form of carotenes ,which are easily converted into vitamin-A1. Vitamin-A1 was isolated as a crystalline solid. Its melting point is 63*-64*C. It is optically active , sensitive to light and air , but it is resistant to heat. It can be destroyed by uv light.
  • 9. Its deficiency in animal may cause night blindness but a prolonged deficiency of this may lead to hardening of conjactive and melting of cornea which is termed as “Xerophthalmia” and may lead to complete blindness in some cases. Its deficiency also produced dryness of skin and hair.
  • 10. EVIDENCES TO PROVE THE STRUCTURE It’s molecular formula is :- C20H30O Presence of 1*- alcoholic group:- Vitamin – A1 forms an ester with P-nitro benzoic acid , indicating the presence of hydroxyl group in Vitamin-A1 Which was shown to be alcoholic in nature by Uv spectra
  • 11. Oxidation of Retinol gives Retinaldehyde having same of carbon atoms . This fact also lead to the conformation that an oxygen atom is present as 1*- alcoholic group. Presence of Five double bond:- Vitamin-A1 an catalytic Reduction gives perhydro retinal.
  • 12. During the above reaction 5 mole of hydrogen are used up, which confirm the presence of five double bonds in Retinol. This reaction indicates the presence of 5 double bonds in vitamin-A1. Reduction pt or Al/Hg +5H2 C20H30O C20H40O Per-hydro retinol
  • 13. The formula of per-hydro retinol is C20H40O,So we can say that the formula of parent hydrocabon will be C20H40 , which corresponds to the general formula CnH2n, for compound having one ring. Vitamin-A1 or Retinol also give an addition product with 2 mole of malic anhydride. This reatcion indicates that vitamin-A1 contains four ethylinic double bonds in the side chain.
  • 14. This fact also confirm by the uv spectra. Presence of B-ionone ring:- C20H30O Ozonolysis O3 COOH COCH3 Ozonolysis O Vitamin-A1 Geronic acid B-ionone
  • 15. Vitamin-A1 an ozanolysis gives geronic acid. The resultant acid is also obtained by the ozanolysis of B-ionone. This fact the presence of B-ionone residue in Vitamin-A1.
  • 16. Presence of three group CH3 C C20H30O Oxidation alk.KMnO4 Oxidation hot cromic acid Cro3 2 CH3COOH 3 CH3COOH Acetic acid Acetic acid Vitamin-A1
  • 17. Vitamin-A1 on oxidation with alkaline KMno4 at high temp* give 2 mole of acetic acid. Therefore, side chain of vitamin-A1 contanis two group. Vitami-A1 an oxidation with hot cromic acid give 3 moles of acetic acid, indicating the presence of three group in Vitamin-A1  ,which are in form of CH3 C CH3 C CH3 CC
  • 18. Presence of Isoprene unit:-  Most of the carotenoids contains isoprene units in side chain, so we can say that Vitamin-A1 also contains isoprene units in its side chain. CH CH3 CH2CH C
  • 19. From the all arguments , we can say that vitamin- A1 contains half of the B-carotene structure. CH3 CH3 CH CH CH CH CH3 CH3 B-carotene
  • 20. Number of isoprene units:- Viamin-A1 an reaction with alcoholic HCl, yields an anhydro compound (A) which an dehydrogenation with seleniam yield 1,6-dimethyl naphthalene
  • 21. Vitamin-A1 EtOH - HCL CH CH3 CH2 CH C CH. OH se  CH3 CH3 1-6dimethyl naphthalene
  • 22. The formation of this product can only be explained , if there are two isoprene unit in Vitamin-A1