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Chapter 17: Q.17. (page 641)

Question: Draw the seven resonance structures for the tropyllium cation.

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01

Resonance

In certain molecules or ions, the bonding occurs by combining different contributing structures or resonance structures into a hybrid structure. Resonance has a particular value for delocalization.

02

Example for resonance

An example for resonance using benzene is shown below:

Resonance structures of benzene

Different resonance structures can be obtained by shifting the bonds and the charges within the structure. The resonance structure of tropyllium is shown below:

Resonance structure of tropyllium

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Most popular questions from this chapter

Question: Use the inscribed polygon method to show the pattern of molecular orbitals in cyclonona-1,3,5,7-tetraene and use it to label its cation, radical, and anion as aromatic, antiaromatic, or not aromatic.

Question: Explain the observed rate of reactivity of the following 2°alkyl halides in an SN1reaction.

Question: Use the observed 1 H NMR data to decide whether C and its dianion are aromatic, antiaromatic, or not aromatic. C shows NMR signals at –4.25 (6 H) and 8.14–8.67 (10 H) ppm. The dianion of C shows NMR signals at –3 (10 H) and 21 (6 H) ppm. Why are the signals shifted upfield (or downfield) to such a large extent?

Question: Draw a stepwise mechanism for the following reaction.

Question: Although benzene itself absorbs at 128 ppm in its C13NMR spectrum, the carbons of substituted benzenes absorb either upfield or downfield from this value depending on the substituent. Explain the observed values for the carbon ortho to the given substituent in the monosubstituted benzene derivatives X and Y.
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