The reaction of l2 with Na11BH4 yields a gaseous product with an empirical formula of BH3. a) Draw the structure of the gaseous product. b) Predict the 11B NMR spectrum of the product and hence state how it differs from the spectrum that would be expected for monomer BH3. c) The 'H NMR spectrum of the product gives two signals. One signal is a septet of quintets and the septet has a relative intensity of 1:2:3:4:3:2:1. This signal may be assigned to a proton environment which is not explained by valence bond theory. [For 1"B: I = 3/2]. i) Identify this proton environment and explain why it is unusual. How may the bonding be explained? ii) Explain why the 1:2:3:4:3:2:1 relative intensity in the NMR signal is so diagnostic of the unusual environment

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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The reaction of l2 with Na11BH4 yields a gaseous product with an empirical
formula of BH3.
a) Draw the structure of the gaseous product.
b) Predict the 11B NMR spectrum of the product and hence state how it differs
from the spectrum that would be expected for monomer BH3.
c) The 'H NMR spectrum of the product gives two signals. One signal is a septet
of quintets and the septet has a relative intensity of 1:2:3:4:3:2:1. This signal
may be assigned to a proton environment which is not explained by valence
bond theory. [For 1"B: I = 3/2].
i)
Identify this proton environment and explain why it is unusual. How
may the bonding be explained?
ii)
Explain why the 1:2:3:4:3:2:1 relative intensity in the NMR signal is
so diagnostic of the unusual environment
Transcribed Image Text:The reaction of l2 with Na11BH4 yields a gaseous product with an empirical formula of BH3. a) Draw the structure of the gaseous product. b) Predict the 11B NMR spectrum of the product and hence state how it differs from the spectrum that would be expected for monomer BH3. c) The 'H NMR spectrum of the product gives two signals. One signal is a septet of quintets and the septet has a relative intensity of 1:2:3:4:3:2:1. This signal may be assigned to a proton environment which is not explained by valence bond theory. [For 1"B: I = 3/2]. i) Identify this proton environment and explain why it is unusual. How may the bonding be explained? ii) Explain why the 1:2:3:4:3:2:1 relative intensity in the NMR signal is so diagnostic of the unusual environment
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