(a) Answer BOTH parts of this question Reaction of the carboxylic acid below (Scheme Q7(a)) with bromine in the presence of dibenzoylperoxide gives rise to an unstable compound A (CSH&BR2O2) that gives a stable compound B on treatment with a base. The stable compound has IR peaks at 1735 and 1645 cm and NMR peaks at &H (ppm) 6.18 (1H, s), 5.00 (2H, s) and 4.18 (2H, s). Base co,H (PhCOa Scheme Q7(a) (1) What is the structure of the unstable compound A? (ii) Show the mechanisms for the two steps in the reaction

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7.
Answer ALL parts of this question.
(a)
Answer BOTH parts of this question
Reaction of the carboxylic acid below (Scheme Q7(a)) with bromine in the
presence of dibenzoylperoxide gives rise to an unstable compound A
(CSH&BR2O2) that gives a stable compound B on treatment with a base.
The stable compound has IR peaks at 1735 and 1645 cm and NMR
peaks at &H (ppm) 6.18 (1H, s), 5.00 (2H, s) and 4.18 (2H, s).
Br.
Base
(PhCO,
Scheme Q7(a)
(1)
What is the structure of the unstable compound A?
(i)
Show the mechanisms for the two steps in the reaction
(b) Answer BOTH parts of this question
Tetraphenylporhyrin (TPP) is a singlet sensitiser that reacts with oxygen
and can engage in pericyclic reactions (Scheme Q7(b).
OH
O. TPP hv
Scheme Q7(b)
(i)
Explain the difference between a singlet and a triplet state.
(ii)
Show the mechanism for the reaction shown in Scheme 07(b)
(ii)
Consider the below reaction (figure Q7(c)), Show the structure of
the product (C) anc the mechanism
Scheme Q7 (b)
Transcribed Image Text:7. Answer ALL parts of this question. (a) Answer BOTH parts of this question Reaction of the carboxylic acid below (Scheme Q7(a)) with bromine in the presence of dibenzoylperoxide gives rise to an unstable compound A (CSH&BR2O2) that gives a stable compound B on treatment with a base. The stable compound has IR peaks at 1735 and 1645 cm and NMR peaks at &H (ppm) 6.18 (1H, s), 5.00 (2H, s) and 4.18 (2H, s). Br. Base (PhCO, Scheme Q7(a) (1) What is the structure of the unstable compound A? (i) Show the mechanisms for the two steps in the reaction (b) Answer BOTH parts of this question Tetraphenylporhyrin (TPP) is a singlet sensitiser that reacts with oxygen and can engage in pericyclic reactions (Scheme Q7(b). OH O. TPP hv Scheme Q7(b) (i) Explain the difference between a singlet and a triplet state. (ii) Show the mechanism for the reaction shown in Scheme 07(b) (ii) Consider the below reaction (figure Q7(c)), Show the structure of the product (C) anc the mechanism Scheme Q7 (b)
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