(a) Write structures for compounds A and B involved in the following chemical sequence. Molecule A has the molecular formula C3H$O4. Mechanistic detail is not required. CH, ) CH,O (1 equivalent) H,Co ) CH,O (1 equivalent) HO A + CHs (B CH, (m) H* H,O (ii) H* heat OCH, (b) Write structures for compounds C, D and E in the following chemical conversion. Hint: Compounds C and D are B-keto esters 1) CH3ONA (1 eq.) in CH3OH/ 1) CH3ONA (1 eq.) in CH3OH/ D 2) CH3BI Ph 2) Compound E 3) Он еxcess ČH3 4) H* heat (c) Devise a plausible synthesis of the diketone F below (hint it involves two carbonyl containing precursors). Ph F

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.59P
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(a) Write structures for compounds A and B involved in the following chemical sequence.
Molecule A has the molecular formula C3H$O4. Mechanistic detail is not required.
CH, ) CH,O (1 equivalent)
H,Co
) CH,O (1 equivalent)
HO
A +
CHs (B
CH,
(m) H* H,O
(ii) H* heat
OCH,
(b)
Write structures for compounds C, D and E in the following chemical conversion.
Hint: Compounds C and D are B-keto esters
1) CH3ONA (1 eq.)
in CH3OH/
1) CH3ONA (1 eq.)
in CH3OH/
D
2) CH3BI
Ph
2) Compound E
3) Он еxcess
ČH3
4) H* heat
(c)
Devise a plausible synthesis of the diketone F below (hint it involves two carbonyl
containing precursors).
Ph
F
Transcribed Image Text:(a) Write structures for compounds A and B involved in the following chemical sequence. Molecule A has the molecular formula C3H$O4. Mechanistic detail is not required. CH, ) CH,O (1 equivalent) H,Co ) CH,O (1 equivalent) HO A + CHs (B CH, (m) H* H,O (ii) H* heat OCH, (b) Write structures for compounds C, D and E in the following chemical conversion. Hint: Compounds C and D are B-keto esters 1) CH3ONA (1 eq.) in CH3OH/ 1) CH3ONA (1 eq.) in CH3OH/ D 2) CH3BI Ph 2) Compound E 3) Он еxcess ČH3 4) H* heat (c) Devise a plausible synthesis of the diketone F below (hint it involves two carbonyl containing precursors). Ph F
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