Answer the questions below with reference to the reaction shown here: Meo. OH 2 Meo. AICI3 3 (a) The reaction involves the initial formation of an "acylium ion" from 2: draw the mechanism for the formation of this ion. (b) Draw the structure of the intermediate formed when the acylium ion reacts with compound 1, and then show by means of curved arrows how this intermediate is transformed to the final product 3. (You do not need to show all the resonance forms of the intermediate)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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Answer the questions below with reference to the reaction shown here:
Meo.
`OH
2
Meo
AICI3
(a) The reaction involves the initial formation of an "acylium ion" from 2: draw
the mechanism for the formation of this ion.
(b) Draw the structure of the intermediate formed when the acylium ion reacts
with compound 1, and then show by means of curved arrows how this
intermediate is transformed to the final product 3. (You do not need to
show all the resonance forms of the intermediate.)
Explain why the substitution takes place ortho to the OMe
(c)
substituent and not ortho to the methyl substituent.
Transcribed Image Text:Answer the questions below with reference to the reaction shown here: Meo. `OH 2 Meo AICI3 (a) The reaction involves the initial formation of an "acylium ion" from 2: draw the mechanism for the formation of this ion. (b) Draw the structure of the intermediate formed when the acylium ion reacts with compound 1, and then show by means of curved arrows how this intermediate is transformed to the final product 3. (You do not need to show all the resonance forms of the intermediate.) Explain why the substitution takes place ortho to the OMe (c) substituent and not ortho to the methyl substituent.
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