Propose a structure for the compound that fits the following description. C10H14 7.0 δ, (4H, broad singlet) 2.85 δ (1H, septet J = 8 Hz) 1.20 δ (6H, doublet J = 8 Hz) 2.28 δ (3H, singlet) IR: 825 cm-1 5(a) Degree of the unsaturation of this compound is= , 5(b) Two peaks at 2.85 δ and 1.20 δ indicate that the compound has ..........  group = 4(c) A peak at 2.28 δ indicates that the compound has ............. group=  4(d) IR absorption indicates the compound is .........-disubstituted =  4(e) The name of the compound is =

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 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...
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Propose a structure for the compound that fits the following description.

C10H14

7.0 δ, (4H, broad singlet)

2.85 δ (1H, septet J = 8 Hz)

1.20 δ (6H, doublet J = 8 Hz)

2.28 δ (3H, singlet)

IR: 825 cm-1

5(a) Degree of the unsaturation of this compound is= ,

5(b) Two peaks at 2.85 δ and 1.20 δ indicate that the compound has ..........  group =

4(c) A peak at 2.28 δ indicates that the compound has ............. group= 

4(d) IR absorption indicates the compound is .........-disubstituted = 

4(e) The name of the compound is =

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