An unknown momosubstituted benzene was nitrated using a mixture of conc. HNO3 and H₂SO4. When the product was treated with the iodoform reagent, the reaction did not produce a yellow precipitate. The ¹H NMR spectrum of the nitrated product showed one singlet, one doublet and one triplet in the chemical shift region 7 - 7.8 ppm. Which structure is consistent with the given information? A B NO₂ | I only I and II only C III only CH3 IV only NO₂ || OH CH3 NO₂ OCH3 NO₂ IV 11 N. ...

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter21: Dichlorocarbene
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An unknown momosubstituted benzene was nitrated using a mixture of conc. HNO3 and H₂SO4. When the
product was treated with the iodoform reagent, the reaction did not produce a yellow precipitate. The ¹H
NMR spectrum of the nitrated product showed one singlet, one doublet and one triplet in the chemical shift
region 7 - 7.8 ppm. Which structure is consistent with the given information?
A
B
NO₂
I
I only
I and II only
III only
CH3
IV only
NO₂
||
OH
CH3
NO₂
|||
OCH3
NO₂
IV
11
Transcribed Image Text:An unknown momosubstituted benzene was nitrated using a mixture of conc. HNO3 and H₂SO4. When the product was treated with the iodoform reagent, the reaction did not produce a yellow precipitate. The ¹H NMR spectrum of the nitrated product showed one singlet, one doublet and one triplet in the chemical shift region 7 - 7.8 ppm. Which structure is consistent with the given information? A B NO₂ I I only I and II only III only CH3 IV only NO₂ || OH CH3 NO₂ ||| OCH3 NO₂ IV 11
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