Chapter 15: Q15-1P (page 455)
Tell whether the following compounds are ortho-, meta-, or para-disubstituted:
Short Answer
The name of the compounds are stated below
- meta-chloro toluene
- para-nitro chloro benzene
- ortho sulphonyl phenol
Chapter 15: Q15-1P (page 455)
Tell whether the following compounds are ortho-, meta-, or para-disubstituted:
The name of the compounds are stated below
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Get started for freeIn 1932, A. A. Levine and A. G. Cole studied the ozonolysis of o-xylene and isolated three products: glyoxal, 2,3-butanedione, and pyruvaldehyde:
In what ratio would you expect the three products to be formed if o-xylene is a resonance hybrid of two structures? The actual ratio found was 3 parts glyoxal, 1 part 2,3-butanedione, and 2 parts pyruvaldehyde. What conclusions can you draw about the structure of o-xylene?
1,6-Methanonaphthalene has an interesting 1H NMR spectrum in which the eight hydrogens around the perimeter absorb at 6.9 to 7.3 d, while the two protons absorb at 20.5. Tell whether it is aromatic, and explain its NMR spectrum.
Draw structures corresponding to the following IUPAC names:
(a) p-Bromochlorobenzene
(b) p-Bromotoluene
(c) m-Chloroaniline
(d) 1-Chloro-3,5-dimethylbenzene
Pentalene is a most elusive molecule that has been isolated only at liquid-nitrogen temperature. The pentalene dianion, however, is well known and quite stable. Explain.
Pentalene
Pentalene dianion
7 Propose structures for aromatic compounds that have the following NMR spectra:
(a)
b)
c)
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