Consider the following ring substituents on benzene: $- F$ , $- Cl$ , $- OH$ , $- NHCOCH X_{3}$ , $- NO X_{2}$ , $- CN$ , $- Br$ , $- CH X_{3}$ , $- COOH$ , $- I$ . Count how many of them are both ortho/para directing and ring deactivating (relative to benzene) in electrophilic aromatic substitution. Give the number as an integer.

Numerical answer type, tolerance 0.5.

Answer: 4

The ortho/para directors are F, Cl, OH, NHCOCH3, Br, CH3 and I. Of these only the halogens (F, Cl, Br, I) deactivate the ring, whereas OH, NHCOCH3 and CH3 activate it. NO2, CN and COOH are meta directors. The count is 4.

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Answer: 4

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