When 5-bromopentanal is treated with sodium borohydride, a compound is produced whose 13C NMR spectrum is shown here. In its IR spectrum, no absorption bands appear near 1700 cm-1 or above 3000 cm-1. Propose a mechanism to account for the formation of this product. NABH4 ? H. Br ETOH 200 150 100 50 Chemical shift (ppm) Fo
When 5-bromopentanal is treated with sodium borohydride, a compound is produced whose 13C NMR spectrum is shown here. In its IR spectrum, no absorption bands appear near 1700 cm-1 or above 3000 cm-1. Propose a mechanism to account for the formation of this product. NABH4 ? H. Br ETOH 200 150 100 50 Chemical shift (ppm) Fo
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 70AP
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![When 5-bromopentanal is treated with sodium borohydride, a compound is produced whose 13C NMR spectrum is shown
here. In its IR spectrum, no absorption bands appear near 1700 cm-1 or above 3000 cm-1. Propose a mechanism to
account for the formation of this product.
NABH4
?
H.
Br
ETOH
200
150
100
50
Chemical shift (ppm)
Fo](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4d35e7d5-559b-456b-b43a-ba8ff2859fc3%2F7bb803a4-6035-47ac-848e-65737f26ebbb%2Fge443vp.png&w=3840&q=75)
Transcribed Image Text:When 5-bromopentanal is treated with sodium borohydride, a compound is produced whose 13C NMR spectrum is shown
here. In its IR spectrum, no absorption bands appear near 1700 cm-1 or above 3000 cm-1. Propose a mechanism to
account for the formation of this product.
NABH4
?
H.
Br
ETOH
200
150
100
50
Chemical shift (ppm)
Fo
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