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orrect y do o-chlorobenzoic acid and o-bromobenzoic acid have similar pK values?

ID: 694995 • Letter: O

Question

orrect y do o-chlorobenzoic acid and o-bromobenzoic acid have similar pK values? g the terms on the left to the appropriate blanks on the right to complete the sentences. Reset Help more 1. The smaller the halogen, the more electronegative it is ahd therefore the worse it is at withdrawing electrons inductively less better 2. The smaller the halogen, the worse it is at donating electrons by resonance because a 2p orbital of carbon overlaps better with a 2p orbital of a halogen than with a 3p orbital of a halogen and overlaps better with a 3p orbital than with a 4p orbital worse does does not 3. Therefore. Br does withdraw electrons as well as Cl, and Br does not well as Cl. so their pKa values are similar donate electrons as Submit MyAnswers GiveUp Incorrect Try Again; 3 attempts remaining

Explanation / Answer

1. The smaller the halogen, the more electronegative it is and therefore the better it is at withdrawing electrons inductively.

2. The smaller the halogen, the worse it is at donating electrons by resonance because a 2p orbital of carbon overlaps better with a 2p orbital of a halogen than with a 3p orbital of a halogen and overlaps less with a 3p orbital than with a 4p orbital.

3. Therefore. Br does withdraw electrons as well as Cl,and Br does not donate electrons as well as Cl, so their pKa values are similar.