ORGANIC CHEMISTRY-ETEXT REG ACCESS
12th Edition
ISBN: 9781119308362
Author: Solomons
Publisher: WILEY
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Textbook Question
Chapter A, Problem 5PP
Practice Problem A.5
How many signals (not counting the solvent) would you expect in the
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Which of the following will produce an even M and (M+2) peaks of equal intensity and a base peak of M-18?
ⒸC4H7BrO2
© C5H12CIN
ⒸC5H11CIO
ⒸC5H11BrO
C4H7CIO2
ⒸC5H12BrN
Select all that apply.
What major IR absorptions are present above 1500 cm for the following compound?
sp³ hybridized C-H at 3000-2850 cm-1
sp² hybridized C-H at 3150-3000 cm-1
sp hybridized C-H at 3300 cm
cm-1
0-H at 3000 cm -1
phenyl group at 1800, 1600 cm-1
C-O at-1700 cm -1
sp³ hybridized C-H at 3300 cm-¹
0-H at> 2250 cm-¹
C-O at ~2250 cm-¹
phenyl group at 1600, 1500 cm-¹
O
i
OH
Question 1
Correct Answer-Label the spectra and compound
OH
3
1HNMR (ppm): 4.77 (1H, br s); 3.50 (1H, quintet); 1.55 (2H, quintet); 1.40
(1H, m); 1.11 (3H, d); 0.99 (3H, t); 0.88 (3H, d)
Explanation for Excellent - Draw compounds that match the other spectra. They all have the same molecular
formula as above
2
IHNMR (ppm): 4.7 (1H, br s); 3.62 (2H, t); 1.58 (2H, quintet); 1.43 (2H,
quintet); 1.37 (2H, quintet); 1.35 (2H, sextet); 0.88 (3H, t)
IHNMR (ppm): 3.46 (2H, q); 3.35 (2H, t); 1.50 (2H, quintet); 1.46 (2H, sextet);
1.05 (3H, 1); 0.96 (3H, t)
PPM
1HNMR (ppm): 3.65 (2H, m); 1.13 (12H, d)
Chapter A Solutions
ORGANIC CHEMISTRY-ETEXT REG ACCESS
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