Reactions of chlorophyll with alkalies. Chlorophyll is a neutral substance
but gives characteristic reactions when treated with alkalies or acids. Will-
statter designates the parent substance of chlorophyll as chlorophyllin. The
reaction of chlorophyllin with methyl and phytol alcohols gives the ester
chlorophyll. Chlorophyll, when treated in the cold with alkalies, gives
alkaline salts of chlorophyllin. The color change is first brown, followed
by a return of the green, but it is no longer fluorescent. When chlorophyll
is saponified with hot alcoholic alkalies, isochlorophyllins are formed, which
are fluorescent.
COOCH3
C32H3oON4Mg/ + 2 MOH
COOC20H39
chlorophyll a alkali
COOM
C32H3oON4Mg/
COOM
+
CH3OH
+
C20H39C
alkali salt of chlorophyllin
methyl
alcohol
phytol
alcohol
When the green-colored vegetables are cooked in water with an alkaline
reaction, or in water to which a small amount of soda is added, they
develop a bright, intense green color.
Reaction of chlorophyll with acids. Chlorophyll reacts with acids to
give an olive-colored product, without fluorescence, called phaeophytin. The
magnesium of the chlorophyll is replaced by hydrogen. From phaeophytin,
Willstatter has obtained two decomposition groups: the first, designated as
phytochlorins, are olive green and derived from chlorophyll a; the second,
the phytorhodins, are red and derived from chlorophyll b.
COOCH3
C32H3oON4Mg/ + 2Hx >
COOC2oH39
chlorophyll a acid
(C32H320N4)(COOCH3)(COOC2oH,9) -f MgX2
phaeophytin magnesium
salt
The effect of heat upon chlorophyll. The chlorophyll is changed to the
olive-green color by two means, ( 1 ) by hydrogen ions or an acid reaction and
(2) by heat. As previously given, the hydroxyl ions, or an alkaline reac-
tion, produces chlorophyll salts with bright green color. In general, the
more acid the reaction, the more rapid is this change in color w^hen the
vegetable is heated ; or, vice versa, the more alkaline the reaction, the more
slowly the chlorophyll changes to olive-green. Thus in order that the bright
green color be retained in cooking green vegetables, they should be cooked
CHLOROPHYLL 113
for as short a time as possible and contact with acids should be avoided as
far as possible. It is also possible that other ions than the hydrogen and
hydroxyl ions may affect the stability of the chlorophyll, for some vege-
tables with nearly the same />H, cooked in water from the same source,
and with other conditions standardized are more stable to heat than others.
In cooking certain procedures may aid in decreasing the acidity of the
cooking water. The vegetables contain both volatile and non-volatile acids,
which in the plant are prevented from uniting with the chlorophyll but
are liberated when the plant tissues are heated. If the cooking vessel is not
covered, the volatile acids may escape with the steam, thus decreasing the
acidity.
It has been found that the highest percentage of these volatile acids
passes off during the first few minutes of cooking. Hence, if the cooking
vessel needs to be covered for a part of the time, it is preferable to have
the uncovered period the first few minutes.
Page 89
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Reactions of chlorophyll with alkalies. Chlorophyll is a neutral substance
but gives characteristic reactions when treated with alkalies or acids. Will-
statter designates the parent substance of chlorophyll as chlorophyllin. The
reaction of chlorophyllin with methyl and phytol alcohols gives the ester
chlorophyll. Chlorophyll, when treated in the cold with alkalies, gives
alkaline salts of chlorophyllin. The color change is first brown, followed
by a return of the green, but it is no longer fluorescent. When chlorophyll
is saponified with hot alcoholic alkalies, isochlorophyllins are formed, which
are fluorescent.
COOCH3
C32H3oON4Mg/ + 2 MOH
COOC20H39
chlorophyll a alkali
COOM
C32H3oON4Mg/
COOM
+
CH3OH
+
C20H39C
alkali salt of chlorophyllin
methyl
alcohol
phytol
alcohol
When the green-colored vegetables are cooked in water with an alkaline
reaction, or in water to which a small amount of soda is added, they
develop a bright, intense green color.
Reaction of chlorophyll with acids. Chlorophyll reacts with acids to
give an olive-colored product, without fluorescence, called phaeophytin. The
magnesium of the chlorophyll is replaced by hydrogen. From phaeophytin,
Willstatter has obtained two decomposition groups: the first, designated as
phytochlorins, are olive green and derived from chlorophyll a; the second,
the phytorhodins, are red and derived from chlorophyll b.
COOCH3
C32H3oON4Mg/ + 2Hx >
COOC2oH39
chlorophyll a acid
(C32H320N4)(COOCH3)(COOC2oH,9) -f MgX2
phaeophytin magnesium
salt
The effect of heat upon chlorophyll. The chlorophyll is changed to the
olive-green color by two means, ( 1 ) by hydrogen ions or an acid reaction and
(2) by heat. As previously given, the hydroxyl ions, or an alkaline reac-
tion, produces chlorophyll salts with bright green color. In general, the
more acid the reaction, the more rapid is this change in color w^hen the
vegetable is heated ; or, vice versa, the more alkaline the reaction, the more
slowly the chlorophyll changes to olive-green. Thus in order that the bright
green color be retained in cooking green vegetables, they should be cooked
CHLOROPHYLL 113
for as short a time as possible and contact with acids should be avoided as
far as possible. It is also possible that other ions than the hydrogen and
hydroxyl ions may affect the stability of the chlorophyll, for some vege-
tables with nearly the same />H, cooked in water from the same source,
and with other conditions standardized are more stable to heat than others.
In cooking certain procedures may aid in decreasing the acidity of the
cooking water. The vegetables contain both volatile and non-volatile acids,
which in the plant are prevented from uniting with the chlorophyll but
are liberated when the plant tissues are heated. If the cooking vessel is not
covered, the volatile acids may escape with the steam, thus decreasing the
acidity.
It has been found that the highest percentage of these volatile acids
passes off during the first few minutes of cooking. Hence, if the cooking
vessel needs to be covered for a part of the time, it is preferable to have
the uncovered period the first few minutes.