Dolbier HW Solutions 268 - the base name is phenol...

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11.25 ( a ) There are three isomeric nitrotoluenes, because the nitro group can be ortho, meta, or para to the methyl group. ( b ) Benzoic acid is C 6 H 5 CO 2 H. In the isomeric dichlorobenzoic acids, two of the ring hydrogens of benzoic acid have been replaced by chlorines. The isomeric dichlorobenzoic acids are The pre fi xes o- , m- , and p - may not be used in trisubstituted arenes; numerical pre fi xes are used. Note also that benzenecarboxylic may be used in place of benzoic. ( c ) In the various tribromophenols, we are dealing with tetrasubstitution on a benzene ring. Again, o- , m- , and p - are not valid pre fi xes. The hydroxyl group is assigned position 1 because
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Unformatted text preview: the base name is phenol. 2,4,5-Tribromophenol OH Br Br Br 2,4,6-Tribromophenol Br Br OH Br 3,4,5-Tribromophenol Br Br OH Br 2,3,4-Tribromophenol OH Br Br Br 2,3,5-Tribromophenol Br OH Br Br 2,3,6-Tribromophenol Br Br OH Br Cl Cl CO 2 H 2,6-Dichlorobenzoic acid 3,4-Dichlorobenzoic acid CO 2 H Cl Cl 3,5-Dichlorobenzoic acid CO 2 H Cl Cl 2,3-Dichlorobenzoic acid CO 2 H Cl Cl 2,4-Dichlorobenzoic acid CO 2 H Cl Cl 2,5-Dichlorobenzoic acid CO 2 H Cl Cl CH 3 NO 2 o-Nitrotoluene (2-nitrotoluene) CH 3 NO 2 p-Nitrotoluene (4-nitrotoluene) m-Nitrotoluene (3-nitrotoluene) CH 3 NO 2 262 ARENES AND AROMATICITY...
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