Answer:
D.) When HX adds to an asymmetrical alkene, the halogen attaches to the least substituted sp² carbon.
Step-by-step explanation:
Which of the following statements is NOT true?
A.) When HX adds to an asymmetrical alkene, the sp² carbon bonded to the most H atoms is protonated. TRUE. This is known as Markovnikov's rule.
B.) When HX adds to an asymmetrical alkene, protonation leads to the most stable carbocation intermediate. TRUE. The order of stability of carbocations is tertiary > secondary > primary.
C.) When HX adds to a symmetrical alkene, either of the sp² carbons can be protonated. TRUE. Since the alkene is symmetrical, either carbon can be protonated.
D.) When HX adds to an asymmetrical alkene, the halogen attaches to the least substituted sp² carbon. FALSE. The halogen attaches to the most substituted sp² carbon.