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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: corax23 on November 21, 2014, 09:18:41 PM

Title: Synthesis of 2-Methyl-2-pentanol
Post by: corax23 on November 21, 2014, 09:18:41 PM
Hello!!

I need help for this synthesis: CC#C  :rarrow: CC(C)(O)CCC

Thanks!
Title: Re: Synthesis of 2-Methyl-2-pentanol
Post by: AromaticAcrobatic on November 21, 2014, 09:41:55 PM
How far have you gotten? What's confusing you?

 :spinpaired:
Title: Re: Synthesis of 2-Methyl-2-pentanol
Post by: orgopete on November 22, 2014, 11:24:04 AM
How many more carbons do you need to add? What might be a good source?
Title: Re: Synthesis of 2-Methyl-2-pentanol
Post by: corax23 on November 22, 2014, 12:38:01 PM
I did it!! I can create a ketone with the reagent and H2O and I added the ketone to the acetylide.
Title: Re: Synthesis of 2-Methyl-2-pentanol
Post by: kriggy on November 22, 2014, 12:39:52 PM
Indeed. YOu probably need to reduce the triple bond
Title: Re: Synthesis of 2-Methyl-2-pentanol
Post by: Altered State on November 22, 2014, 01:00:11 PM
Quote from: corax23 on November 22, 2014, 12:38:01 PM
I did it!! I can create a ketone with the reagent and H2O and I added the ketone to the acetylide.

Just some comments on that:

You can perfectly generate acetone from that alkyne, but actually, you wouldn't have to "create" a ketone, the one you need is just acetone, CH3C(=O)CH3, using propyne to make acetone would be a waste of time and money. But if you are asked to use that reagent as your only carbon source, is fine.

Also, then, mechanistically speaking, you add the acetylide to the ketone, not the other way around.