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The doublets observed for the alkene protons in the NMR spectra of trans-3-chloropropenoic acid and cis-3-chloropropenoic acid have the same chemical shift, but the J value for one is 14 Hz and the other is 9 Hz. Which is the trans acid and which is the c

The doublets observed for the alkene protons in the NMR spectra of trans-3-chloropropenoic acid and cis-3-chloropropenoic acid have the same chemical shift, but the J value for one is 14 Hz and the other is 9 Hz. Which is the trans acid and which is the cis acid?


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Trans coupling constant which has dihedral angle \(180^{\circ}\) is more than cis coupling constant which has dihedral angle \(0^{\circ}\).

Vicinal Cis alkenyl protons J value is around 10 (range 6-14 hz). and Vicinal trans alkenyl protons J value is around 16 (range11-18 hz).

Hence, the compound which has J value 14 hz is trans 3-chloropropenoic acid, and the compound with J value of 9 hz is cis 3-chloropropenoic acid.


answered by: Sutali
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The doublets observed for the alkene protons in the NMR spectra of trans-3-chloropropenoic acid and cis-3-chloropropenoic acid have the same chemical shift, but the J value for one is 14 Hz and the other is 9 Hz. Which is the trans acid and which is the c
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