REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI LNH3 CI NH2 Кон CH;COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide
REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI LNH3 CI NH2 Кон CH;COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.56P
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![REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW
NO2 SnCl,/ HCI
NH3 CI
NH2
Кон
CH,COOH
CH;COOH
1
2
3
2,6-Dimethy-
2,6-Dimethy-
nitrobenzene
aniline
H
toluene
5
a-Chloro-2,6-
Lidocaine
dimethylacetanilide](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F16030cd3-6f82-495c-ab93-3422ea8080ff%2F5bae6db3-b293-4a41-8d4a-b3b10094fae5%2Forv8bkf_processed.png&w=3840&q=75)
Transcribed Image Text:REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW
NO2 SnCl,/ HCI
NH3 CI
NH2
Кон
CH,COOH
CH;COOH
1
2
3
2,6-Dimethy-
2,6-Dimethy-
nitrobenzene
aniline
H
toluene
5
a-Chloro-2,6-
Lidocaine
dimethylacetanilide
![10. Although lidocaine is marketed as its hydrochloride salt, it doesn't exhibit the same level of
physiological activity as the free amine. The free amine is more lipophilic and diffuses across a
neuron cell membrane more rapidly than the ionic salt, resulting in a more rapid onset of
anesthesia. Therefore, sodium bicarbonate (NaHCO3) is added to a solution of lidocaine prior to
injection. How does the addition of sodium bicarbonate promote a faster anesthetic effect?](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F16030cd3-6f82-495c-ab93-3422ea8080ff%2F5bae6db3-b293-4a41-8d4a-b3b10094fae5%2Fzfoicr_processed.png&w=3840&q=75)
Transcribed Image Text:10. Although lidocaine is marketed as its hydrochloride salt, it doesn't exhibit the same level of
physiological activity as the free amine. The free amine is more lipophilic and diffuses across a
neuron cell membrane more rapidly than the ionic salt, resulting in a more rapid onset of
anesthesia. Therefore, sodium bicarbonate (NaHCO3) is added to a solution of lidocaine prior to
injection. How does the addition of sodium bicarbonate promote a faster anesthetic effect?
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