Chapter 14: Q.21558-14-60P (page 565)
Question: Identify the structures of isomers H and I (molecular form C8H11N)
a.

b.

Short Answer
Answer
a.

b.

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Chapter 14: Q.21558-14-60P (page 565)
Question: Identify the structures of isomers H and I (molecular form C8H11N)
a.

b.

Answer
a.

b.

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Sketch the NMR spectrum of CH3CH2Cl , giving the approximate location of each NMR signal.
Question. When 2-bromo-3,3-dimethylbutane is treated with K+- OC(CH3)3, a single product T having molecular formula C6H12 is formed. When 3,3-dimethylbutan-2-ol is treated with H2SO4 , the major product U has the same molecular formula. Given the following -NMR data, what are the structures of T and U? Explain in detail the splitting patterns observed for the three split signals in T. 1 H NMR of T: 1.01 (singlet, 9 H), 4.82 (doublet of doublets, 1 H, J = 10, 1.7 Hz), 4.93 (doublet of doublets, 1 H, J = 18, 1.7 Hz), and 5.83 (doublet of doublets, 1 H, J = 18, 10 Hz) ppm 1 H NMR of U: 1.60 (singlet) ppm.
Describe the 1HNMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shift.
a.

b.

c.

d.

How many 1H NMR signals does each compound show?
a.

b.

c.

d.

e.

f.

g.

h.

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