A student synthesized a new compound with molecular formula C6H3Br2NO₂ which displayed two singlets in a ¹H NMR spectrum with a relative intensity of 2 and 1 and 4 peaks in its ¹³C NMR spectrum. The student left the laboratory notebook at home, but started with aniline to prepare the new compound. Indicate what is the structure of the new compound, and how was it synthesized from aniline. 1.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter15: Benzene And Aromaticity
Section15.SE: Something Extra
Problem 29AP: 3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of...
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1. A student synthesized a new compound with molecular formula C6H3Br₂NO2 which
displayed two singlets in a ¹H NMR spectrum with a relative intensity of 2 and 1 and 4
peaks in its ¹3C NMR spectrum. The student left the laboratory notebook at home, but
started with aniline to prepare the new compound. Indicate what is the structure of the
new compound, and how was it synthesized from aniline.
Transcribed Image Text:1. A student synthesized a new compound with molecular formula C6H3Br₂NO2 which displayed two singlets in a ¹H NMR spectrum with a relative intensity of 2 and 1 and 4 peaks in its ¹3C NMR spectrum. The student left the laboratory notebook at home, but started with aniline to prepare the new compound. Indicate what is the structure of the new compound, and how was it synthesized from aniline.
2.
Rank the following nitrogen containing molecules by basicity. The most basic
molecule is 1, while the least basic molecule is 5.
NH₂
NH₂
ΝΗ
Transcribed Image Text:2. Rank the following nitrogen containing molecules by basicity. The most basic molecule is 1, while the least basic molecule is 5. NH₂ NH₂ ΝΗ
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