Given the molecular formula and ¹³C NMR data (in ppm), deduce and draw the structure of the unknown compound. The type of carbon, as revealed from DEPT spectra, is specified in each case. Molecular Formula C₂H6 Draw the unknown compound. DEPT data 30.2 (CH₂), 136.0 (CH)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.28P: Propose a structural formula for the analgesic phenacetin, molecular formula C10H13NO2, based on its...
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Feedback: While the structure you've drawn fits the molecular formula, would give two carbon resonances, and fits the DEPT data, it does not fit the chemical shift of the CH2 carbon.

The low chemical shift suggests an aliphatic CH2.

 

Given the molecular formula and ¹³C NMR data (in ppm), deduce and draw the structure of the unknown compound. The type
of carbon, as revealed from DEPT spectra, is specified in each case.
Molecular Formula
Draw the unknown compound.
C₂H6
30.2 (CH₂), 136.0 (CH)
DEPT data
Incorrect
Transcribed Image Text:Given the molecular formula and ¹³C NMR data (in ppm), deduce and draw the structure of the unknown compound. The type of carbon, as revealed from DEPT spectra, is specified in each case. Molecular Formula Draw the unknown compound. C₂H6 30.2 (CH₂), 136.0 (CH) DEPT data Incorrect
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