A doublet at 1.23 ppm (6H), a Singlet at 2.10 (3H, and a Septet at 4.98 ppm (1H) CH3 CH3-CH2-CH2-C-OCH3 (a) CH3-CH2-C -OCH2CH3 CH-C-OCH3 (с) ČH3 (Ъ) CH3 CH3 CHa—CH—сH, —С—н CH3-CH-CH2 -С—ОН (d) (е) OH

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
Chapter5: Alkenes: Bonding, Nomenclature, And Properties
Section: Chapter Questions
Problem 5.31P
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An unknown compound of molecular formula C5H10O2, gives the HNMR data shown below. Which of the following structures is consistent with the data?

A doublet at 1.23 ppm (6H), a Singlet at 2.10 (3H, and a Septet at 4.98 ppm (1H)
CH3
CH3-CH2-CH2-C-OCH3
(а)
CH3-CH2-C-OCH,CH3
CH-C-OCH3
(c)
ČH3
(b)
CH3
CH3
CH2-CH-CH2-C-H
CH3-CH-CH2-C-OH
(d)
(е)
ОН
Transcribed Image Text:A doublet at 1.23 ppm (6H), a Singlet at 2.10 (3H, and a Septet at 4.98 ppm (1H) CH3 CH3-CH2-CH2-C-OCH3 (а) CH3-CH2-C-OCH,CH3 CH-C-OCH3 (c) ČH3 (b) CH3 CH3 CH2-CH-CH2-C-H CH3-CH-CH2-C-OH (d) (е) ОН
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