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282 Chapter 8
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b.
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+
+
+
+
a
a
b
b
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c.
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d.
−
−
−
65.
Draw the resonance contributors. Then have the Cl pointing up in all the products, with the OH pointing
up in one product and down in the other. Notice that the products in row 4 are the mirror images of the
products in row 1 and that the products in row 3 are the mirror images of the products in row 2. (The same
products would be obtained if the Cl pointed down in all the products with the OH pointing up in one struc-
ture and down in the other.)
+
+
+
+
+
+
+
+
Cl
Cl
Cl
Cl
Cl
OH
Cl
Cl
Cl
OH
HO
HO
Cl
OH
Cl
Cl
Cl
OH
HO
HO
HO
−
HO
−
HO
−
HO
−