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Organic Chemistry, - Standalone Book | 2nd Edition | ISBN: 9781118452288 | Authors: David R. Klein
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Consider the structure of cyclopentadiene and then answer the following questions

Chapter 3, Problem 3.55

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QUESTION:

Consider the structure of cyclopentadiene and then answer the following questions: Cyclopentadiene (a) How many sp3 -hybridized carbon atoms are present in the structure of cyclopentadiene? (b) Identify the most acidic proton in cyclopentadiene. Justify your choice. (c) Draw all resonance structures of the conjugate base of cyclopentadiene. (d) How many sp3 -hybridized carbon atoms are present in the conjugate base? (e) What is the geometry of the conjugate base? (f) How many hydrogen atoms are present in the conjugate base? (g) How many lone pairs are present in the conjugate base?

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QUESTION:

Consider the structure of cyclopentadiene and then answer the following questions: Cyclopentadiene (a) How many sp3 -hybridized carbon atoms are present in the structure of cyclopentadiene? (b) Identify the most acidic proton in cyclopentadiene. Justify your choice. (c) Draw all resonance structures of the conjugate base of cyclopentadiene. (d) How many sp3 -hybridized carbon atoms are present in the conjugate base? (e) What is the geometry of the conjugate base? (f) How many hydrogen atoms are present in the conjugate base? (g) How many lone pairs are present in the conjugate base?

ANSWER:

Problem 3.55

Consider the structure of cyclopentadiene and then answer the following questions: Cyclopentadiene (a) How many sp3 -hybridized carbon atoms are present in the structure of cyclopentadiene? (b) Identify the most acidic proton in cyclopentadiene. Justify your choice. (c) Draw all resonance structures of the conjugate base of cyclopentadiene. (d) How many sp3 -hybridized carbon atoms are present in the conjugate base? (e) What is the geometry of the conjugate base? (f) How many hydrogen atoms are present in the conjugate base? (g) How many lone pairs are present in the conjugate base?

                                                     Step by step solution

Step 1 of 6

a)

In Cyclopentadiene, there is only one carbon that is  -hybridized because only one has a steric number of four.

                                             

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