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Question: Label the resonance structures in each pair as major, minor, or equal contributors to the hybrid. Then draw the hybrid.

a.

b.

Short Answer

Expert verified

Answer

  1. Structure 1 is minor, and structure 2 is major.

b. Both structures 1 and 2 are equal contributors

Step by step solution

01

Step-by-Step Solution Step 1: Major and minor contributors

The major contributor is the structure that has low energy and high stability. Its octet configuration is full. The minor contributor is the structure that possesses high energy and low stability.

02

Stability of resonance structures

The stability of resonating structuredirectly depends on the count of bonds in the Lewis structure More is the count of bonds; higher is the resonance structures’ stability. The structure contributes more to resonance if its stability is high.

03

Determination of contribution to resonance

a. Structure 2 contains an extra bond as compared to structure 1. So, the bond count in 2 is higher. Thus, structure 2 is the major contributor, whereas structure 1 is the minor contributor.


The major and minor contributors of a

b. Structures 1 and 2 possess identical factors for contribution by having equal bond count and charges. So, both the structures are equal contributors to resonance.

The major and minor contributors of b

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Most popular questions from this chapter

Question: With reference to compound A drawn below, label each compound as an isomer, a resonance structure, or neither.

Question: The principles of this chapter can be applied to organic molecules of any size. Answer the following questions about amoxicillin, an antibiotic from the penicillin family:

a. Predict the hybridization and geometry around each highlighted atom.

b. Label five polar bonds using the symbols δ+andδ- .

c. How many π bonds does amoxicillin have? Label them.

d. Find a C- H bond containing a carbon atom having a hybrid orbital with 33% s character.

Question: The N atom inCH3CONH2 (acetamide) is sp2 hybridized, even though it is surrounded by four groups. Using this information, draw a diagram that shows the orbitals used by the atoms in the -CONH2 portion of acetamide, and offer an explanation as to the observed hybridization

Question: Anacin is an over-the-counter pain reliever that contains aspirin and caffeine. Answer the following questions about each compound:

a. What is the molecular formula?

b. How many lone pairs are present on heteroatoms?

c. Label the hybridization state of each carbon.

d. Draw three additional resonance structures.

Question: Benzene is the simplest member of a whole class of compounds called aromatic hydrocarbons.

a. How is each carbon atom hybridized?

b. What is the geometry around each carbon atom? What is the overall geometry of the benzene ring?

c. Follow the indicated curved arrow notation to draw a second resonance structure.


d. Benzene and other aromatic hydrocarbons are shown in Chapter 17 to be very stable. Offer an explanation.

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