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Oils containing highly unsaturated acids like linolenic
Chapter 26, Problem 32SP(choose chapter or problem)
Oils containing highly unsaturated acids like linolenic acid undergo oxidation in air. This reaction, called oxidative rancidity, is accelerated by heat, explaining why saturated fats are preferred for deep fat frying.
(a) Molecular oxygen is a diradical. What type of mechanism does a diradical suggest for this reaction?
(b) Why is the position shown (C-11) a likely site for attack?
(c) Propose a plausible mechanism for this reaction.
(d) BHA and BHT are antioxidants added to foods to interrupt the oxidation mechanism. Suggest how these molecules
might work as antioxidants.
Equation Transcription:
Text Transcription:
O-OH
COOH
COOH
BHA
BHT
OH
C(CH_{3})_{3}
OCH_{3}
BHA
(CH_{3})_{3}C
OH
C(CH_{3})_{3}
CH_{3}
BHT
Questions & Answers
QUESTION:
Oils containing highly unsaturated acids like linolenic acid undergo oxidation in air. This reaction, called oxidative rancidity, is accelerated by heat, explaining why saturated fats are preferred for deep fat frying.
(a) Molecular oxygen is a diradical. What type of mechanism does a diradical suggest for this reaction?
(b) Why is the position shown (C-11) a likely site for attack?
(c) Propose a plausible mechanism for this reaction.
(d) BHA and BHT are antioxidants added to foods to interrupt the oxidation mechanism. Suggest how these molecules
might work as antioxidants.
Equation Transcription:
Text Transcription:
O-OH
COOH
COOH
BHA
BHT
OH
C(CH_{3})_{3}
OCH_{3}
BHA
(CH_{3})_{3}C
OH
C(CH_{3})_{3}
CH_{3}
BHT
ANSWER:
Solution 32SP
Step 1
