Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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![48. What product is obtained from hydroboration-oxidation of 1-heptyne?
OH
(A)
(B)
49. What is the product of this reaction?
(A)
*****
'O
CH₂OH, H+
*
NO₂
*****
NO₂
(B)
OCH 3
-OH
N
OH
-7
(A)
(B)
50. The 'H NMR spectrum of a compound shows the following signals:
NO ₂
(C)
OCH 3
- OH
NO₂
(D)
(D)
moon
OH
-OCH 3
(C)
8.0 ppm (doublet, 2H), 7.8 ppm (doublet, 2H), 5.5 ppm (singlet, 1H), 3.9 ppm (multiplet, 2H), 3.1 ppm (multiplet, IH), 3.0 ppm
(multiplet, 2H), 1.2 ppm (doublet, 3H), 1.9 ppm (doublet, 3H). Which structure is consistent with this NMR data? Hint: pay special
attention to the NMR signals for the benzene ring hydrogens.
TITLE
OH
OCH
(D)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fde2c1c3b-26d4-4c44-ae57-66bd1c77c8e6%2Ff03a32c4-3443-4ab0-a6a3-1f9cc5ec6f3a%2Frlcteh_processed.jpeg&w=3840&q=75)
Transcribed Image Text:48. What product is obtained from hydroboration-oxidation of 1-heptyne?
OH
(A)
(B)
49. What is the product of this reaction?
(A)
*****
'O
CH₂OH, H+
*
NO₂
*****
NO₂
(B)
OCH 3
-OH
N
OH
-7
(A)
(B)
50. The 'H NMR spectrum of a compound shows the following signals:
NO ₂
(C)
OCH 3
- OH
NO₂
(D)
(D)
moon
OH
-OCH 3
(C)
8.0 ppm (doublet, 2H), 7.8 ppm (doublet, 2H), 5.5 ppm (singlet, 1H), 3.9 ppm (multiplet, 2H), 3.1 ppm (multiplet, IH), 3.0 ppm
(multiplet, 2H), 1.2 ppm (doublet, 3H), 1.9 ppm (doublet, 3H). Which structure is consistent with this NMR data? Hint: pay special
attention to the NMR signals for the benzene ring hydrogens.
TITLE
OH
OCH
(D)
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