Can you propose a mechanism for a, c, and e? I've also provided the answers for these problems, I'm just confused with the mechanism 19-39(a)(d)N1) LiAlH42) H₂OHO CNfrom the first step(b)For a reminder on why fluorideis such a good leaving group innuc. aromatic subst., see thesolution to 17-21 or 19-55(b).OCH₂CH3HO CHÍNH,(e)NH(c)NO₂(f)Brmajor pHofma Predict the products of the following reactions:(a)NaBH(OAc)3butan-2-one + diethylamine(c)(e)3-nitroanilinecyclopentanone(1) HC1, NaNO₂(2) CuBr(1) aniline, H+(2) LIAIH

Answered: Predict the products of the following…

Predict the products of the following reactions: (a) NaBH(OAc)3 butan-2-one + diethylamine (c) (e) 3-nitroaniline cyclopentanone (1) HC1, NaNO₂ (2) CuBr (1) aniline, H+ (2) LIAIH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 41MP: Aldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to...

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

Can you propose a mechanism for a, c, and e? I've also provided the answers for these problems, I'm just confused with the mechanism

19-39
(a)
(d)
N
1) LiAlH4
2) H₂O
HO CN
from the first step
(b)
For a reminder on why fluoride
is such a good leaving group in
nuc. aromatic subst., see the
solution to 17-21 or 19-55(b).
OCH₂CH3
HO CHÍNH,
(e)
NH
(c)
NO₂
(f)
Br
major p
Hofma

Predict the products of the following reactions:
(a)
NaBH(OAc)3
butan-2-one + diethylamine
(c)
(e)
3-nitroaniline
cyclopentanone
(1) HC1, NaNO₂
(2) CuBr
(1) aniline, H+
(2) LIAIH

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