5. The structure of anthocyanin, a naturally occurring compound that acts as a pigment in many fruits and vegetables, is given below. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (-7), it exhibits a purple-ish color, indicating a shift to a longer wavelength absorption in the UV-visible spectrum. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H that is removed has been circled for you) to produce the corresponding resonance stabilized neutral compound. Draw the two most stable Lewis octet resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. 5. :: :: 0:0 OH O-[sugar] anthocyanidin structure at pH 3 red color compound (H (H+) first structure here second structure here -

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5. The structure of anthocyanin, a naturally occurring compound that acts as a pigment in many fruits and
vegetables, is given below. At low pH values (<3), it exists as the cation shown below and exhibits a
bright red color. At higher pH values (-7), it exhibits a purple-ish color, indicating a shift to a longer
wavelength absorption in the UV-visible spectrum. As the pH is raised from pH 3 to pH 7, one of the
hydroxyl groups can be deprotonated (the H that is removed has been circled for you) to produce the
corresponding resonance stabilized neutral compound. Draw the two most stable Lewis octet
resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone
pairs and formal charges where appropriate. Include curved arrows to show how you got from the first
resonance structure to the other.
5.
:: ::
HO
0:0
: ÖH
:O:
-[sugar]
anthocyanidin
structure at pH 3
red color compound
(H+)
first structure here
second structure here
1
-
Transcribed Image Text:5. The structure of anthocyanin, a naturally occurring compound that acts as a pigment in many fruits and vegetables, is given below. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (-7), it exhibits a purple-ish color, indicating a shift to a longer wavelength absorption in the UV-visible spectrum. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H that is removed has been circled for you) to produce the corresponding resonance stabilized neutral compound. Draw the two most stable Lewis octet resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. 5. :: :: HO 0:0 : ÖH :O: -[sugar] anthocyanidin structure at pH 3 red color compound (H+) first structure here second structure here 1 -
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