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Chapter 1: Q81. (page 59)

Question: Draw at least ten more resonance structures for acetaminophen, the active pain reliever in Tylenol.

Short Answer

Expert verified

Answer

The ten resonance structures are shown below:

Step by step solution

01

Step-by-Step Solution Step 1: Meaning of resonance

When the single Lewis structure cannot fulfill the structure of the compound, contributing structures are given for the compounds. These contributing structures are known as resonance structures.

02

 Step 2: Formation of resonance structures

The arrow's movement between the lone pair on nitrogen and oxygen of the carbonyl group gives rise to the following resonance structures.

Resonance structures

The arrow's movement between oxygen and benzene ring gives rise to the following resonance structures.

Resonance structures

03

The remaining resonance structures

Resonance structures

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Most popular questions from this chapter

Question: Predict all bond angles in each compound.

a.CH3Clb.NH2OHc.CH2=NCH3d.CH≡CCH2OH

e.

Question: Label each bond in the following compounds as ionic or covalent.

a.F2b.LiBrc.CH3CH3d.NaNH2e.NaOCH2

Question: What orbitals are used to form each of the C-C and C-H bonds in CH3CH2CH3 (propane)? How many bonds are present in this molecule?

Question: When two carbons having different hybridizations are bonded together, the C-C bond contains a slight dipole. In a Csp2 - Csp3 bond, what is the direction of the dipole? Which carbon is considered more electronegative?

Question: Stalevo is the trade name for a medication used in Parkinson’s disease, containing L-dopa, carbidopa, and entacapone.

a. Draw a Lewis structure for entacapone.

b. Which C–C bond in entacapone is the longest?

c. Which C–C single bond is the shortest?

d. Which C–N bond is the longest?

e. Which C–N bond is the shortest?

f. Use curved arrows to draw a resonance structure that is an equal contributor to the resonance hybrid.

g. Use curved arrows to draw a resonance structure that is a minor contributor to the resonance hybrid.
See all solutions

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