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Where is the alcohol peak on 5-iodovanillin?

  1. Feb 12, 2015 #1
    So I'm pretty sure I got 5-iodovanillin. The melting point in the literature is 183-185 C and I got 182.7-183.5 C. But my NMR spectrum isn't showing the alcohol peak. It barely shows up on the SDBS spectrum also (http://sdbs.db.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi). Does anybody know why this is?

    Attached Files:

  2. jcsd
  3. Feb 17, 2015 #2
    Thanks for the post! This is an automated courtesy bump. Sorry you aren't generating responses at the moment. Do you have any further information, come to any new conclusions or is it possible to reword the post?
  4. Feb 17, 2015 #3
    Well I posted on another forum and they said that it is probably to to rapid exchange of the phenolic proton on there. Makes sense because I used acetone and ketones have a lower pka value than phenols. So yes it is solved. Thanks tho
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