D. Compound KILUA can be synthesized from benzene using four steps. Show the most plausible reaction sequence that will yield KILUA from benzene using the given pool of reagents. O2N. .COOH KILUA Available reagents: (a) Hot acidic KMNO4 (b) Cl2, UV light (c) fuming H2SO4 (d) HNO3, H2SO4 (e) CH3CH2CI, AICI3 (f) CH3COCI, AICI3 (g) Cl2, FeCl3 (h) Cl2, H2O (i) NaOH Reaction Sequence: O2N СООН

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
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.55P
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D. Compound KILUA can be synthesized from benzene using four steps. Show the most plausible reaction
sequence that will yield KILUA from benzene using the given pool of reagents.
O2N.
COOH
CI
KILUA
Available reagents:
(a) Hot acidic KMNO4
(b) Cl2, UV light
(c) fuming H2SO4
(d) HNO3, H2SO4
(e) CH3CH2CI, AICI3
(f) CH3COCI, AICI3
(g) Cl2, FeCl3
(h) Cl2, H20
(i) N2OH
Reaction Sequence:
O2N
СООН
CI
Transcribed Image Text:D. Compound KILUA can be synthesized from benzene using four steps. Show the most plausible reaction sequence that will yield KILUA from benzene using the given pool of reagents. O2N. COOH CI KILUA Available reagents: (a) Hot acidic KMNO4 (b) Cl2, UV light (c) fuming H2SO4 (d) HNO3, H2SO4 (e) CH3CH2CI, AICI3 (f) CH3COCI, AICI3 (g) Cl2, FeCl3 (h) Cl2, H20 (i) N2OH Reaction Sequence: O2N СООН CI
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