Chapter 15: Q15-13E (page 477)
Give IUPAC names for the following substances (red 5 O, blue 5 N):
Short Answer
- m-isopropyl phenol
- o-nitrobenzoic acid
Chapter 15: Q15-13E (page 477)
Give IUPAC names for the following substances (red 5 O, blue 5 N):
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Get started for freeTo be aromatic, a molecule must have 4n+2 p electrons and must have a planar, monocyclic system of conjugation. Cyclodecapentaene fulfills one of these criteria but not the other and has resisted all attempts at synthesis. Explain.
Propose structures for compounds that fit the following descriptions:
(a) NMR: (4 H, broad singlet);(4 H, quartet, J = 7 Hz); (6 H, triplet, J =7 Hz) IR:.
(b)NMR:(4 H, broad singlet);(1 H, septet, J = 8 Hz);(3 H, singlet);(6 H, doublet, J = 8 Hz) IR:.
Propose structures for aromatic hydrocarbons that meet the following descriptions:
(a) C9H12; gives only one C9H11Brproduct on substitution of hydrogen on the aromatic ring with bromine
(b)C10 H14; gives only one C10H13Clproduct on substitution of hydrogen on the aromatic ring with chlorine
(c) C8H10; gives three C8H9Brproducts on substitution of hydrogen on the aromatic ring with bromine
(d)C10 H14 ; gives two C10H13Clproducts on substitution of hydrogen on the aromatic ring with chlorine
N-Phenylsydnone, so-named because it was first studied at the University of Sydney, Australia, behaves like a typical aromatic molecule. Explain, using the Hรผckelโs rule .
N-phenylsydnone
Azo dyes are the major source of artificial color in textiles and food. Part of the reason for their intense coloring is the conjugation from an electron-donating group through the diazo bridge to an electron-withdrawing group on the other side. For the azo dyes below, draw a resonance form that shows how the electron-donating group is related to the electron-withdrawing group on the other side of the diazo bridge. Used curved arrows to show how the electrons are reorganized.
a.
Methyl orange
b.
C.I. Acid Red 74
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