O. Chem question

[Ineedhopenow]

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4,4-dimethyl-2-pentene is reacted with dilute acid using cold water as a solvent. What will the major product be?

 

[gettheleadout]

I strongly suspect this is not an MCAT practice question... 😏

 

[PiBond]

2,3-dimethyl-2-pentanol

 

[sotto voce]

2,3-dimethyl-2-pentanol

+1. OP, just don't forget about the rearrangement from a secondary to tertiary carbocation.

 

[Ineedhopenow]

+1. OP, just don't forget about the rearrangement from a secondary to tertiary carbocation.

That's what I was missing. This is called a methyl shift right?

 

[gettheleadout]

That's what I was missing. This is called a methyl shift right?

Yes.