Problem: To which of the following compounds does the NMR spectrum belong?The magenta numbers in the spectrum are the relative integrals in arbitrary units. A) cis-3-hexeneB) (Z)-1-ethoxy-1-buteneC) 2-ethyl-1-buteneD) Cl2CH-CH(OCH2CH3)2 E)
FREE Expert Solution
H NMR chemical shifts:
Alkanes: C-H | 1 – 2 | C = C | 4.5 – 6 |
Alkynes: C≡C | 2.5 | Benzene | 6 – 8 |
EN: Z – C – H | 2 – 4 | Aldehyde, -CHO | 9 – 10 |
OH, NH | 1 – 5 | Carboxylic acid, -COOH | 10 – 13 |
- Triplet → ~1.2 ppm
- Quartet → ~3.8 ppm → Z-C-H
- triplet and quartet → ethyl group bonded to O (electronegative)
- Two Doublets: → CH-CH (downfield) → bonded to Cl
- ~4.6 ppm
- ~5.6 ppm
Problem Details
To which of the following compounds does the NMR spectrum belong?
The magenta numbers in the spectrum are the relative integrals in arbitrary units.
A) cis-3-hexene
B) (Z)-1-ethoxy-1-butene
C) 2-ethyl-1-butene
D) Cl2CH-CH(OCH2CH3)2
E) 
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