November 27, 2024, 03:40:44 AM
Forum Rules: Read This Before Posting


Topic: Interpreting IR for E&Z phenylcinnamic isomers  (Read 4272 times)

0 Members and 2 Guests are viewing this topic.

Offline alrob8a

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Interpreting IR for E&Z phenylcinnamic isomers
« on: May 04, 2012, 10:07:17 PM »
Hey guys.

In uni lab we performed a perkin reaction to for a-phenylcinnamic acids. After separating the E and Z isomers, we dissolved the Z isomer in boiling water for recrystallization. However there was an amount of precipitate that did not dissolve. I held onto this filtrate for IR analysis.

Running IR on all 3 samples, I came out with the following:

e-isomer


z-isomer


Z-filtrate


First, am I correct in guessing that the "z filtrate" is actually the e-isomer, based on similarities in IR? Mainly due to the absence of the  peaks at 2924.90 and 2854.48? But more importantly, I'm guessing these peaks are present in the Z isomer due to the trans configuration. If so, why does the change in conformation create these peaks?

Thanks.

Offline orgopete

  • Chemist
  • Sr. Member
  • *
  • Posts: 2636
  • Mole Snacks: +213/-71
    • Curved Arrow Press
Re: Interpreting IR for E&Z phenylcinnamic isomers
« Reply #1 on: May 05, 2012, 12:47:53 AM »
By my looking at these spectra, their fingerprint regions are all virtually the same. I suggest you compare the fingerprint region of your compounds with those of authentic samples.
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Sponsored Links