H NMR of A 3H 2H 1H 2H two doublets 4 ppm

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
Section18.9: Spectroscopy Of Ethers
Problem 18P: The 1H NMR spectrum shown is that of a cyclic ether with the formula C4H8O. Propose a structure.
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The treatment of isoprene [CH2=C(CH3)CH=CH2] with one equivalent of
mCPBA forms A as the major product. A gives a molecular ion at 84 in its
mass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1H
NMR spectrum of A is given below. What is the structure of A?

H NMR of A
3H
2H
1H
2H
two doublets
4
ppm
Transcribed Image Text:H NMR of A 3H 2H 1H 2H two doublets 4 ppm
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