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Chapter 1: Q13. (page 22)

Question: Use curved arrow notation to show how the first resonance structure can be converted to the second.

a.

b.

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Step-by-Step Solution  Step 1: Curved arrow mechanism

The curved arrows portray the electrons鈥� movement, and the bond breaking and forming processare explained. The tail part of the arrow displays the origination of the electron.

02

Representation of curved arrow mechanism

a. For the formation of the second resonance structure, the electrons in the double bond get shifted to the carbon-carbon bond. A double bond formation happens, and the positive charge on carbon gets shifted.


The curved arrow mechanism of the first structure

b. The negative charge on oxygen shifts to the carbon-oxygen bond, which tends to move the electrons in the double bond. Hence, a double bond is formed first, followed by a single bond.


The curved arrow mechanism of the second structure

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Most popular questions from this chapter

Question: Assign formal charges to each carbon atom in the given species. All lone pairs have been drawn in.

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b.

c.

d.

Question: The curved arrow notation introduced in Section 1.6 is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following three-step process: (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X; X is converted in Step [3] to phenol and HCl.

Question: How many hydrogen atoms are present around each highlighted carbon atom in the following molecules? What is the molecular formula for each molecule? Both compounds are active ingredients in some common sunscreens.

Question: Convert each skeletal structure to a complete structure with all C鈥檚, H鈥檚, and lone pairs drawn in.

a.

b.

c.

d.

Question: Considering structures, A鈥揇, classify each pair of compounds as isomers, resonance structures, or neither: (a) A and B; (b) A and C; (c) A and D; (d) B and D.
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