Lidocaine synthesis consists of two steps, 2,6-dimethylaniline (1) is treated with chloroacetyl chloride under weakly basic conditions to selectively generate amide 2. The second step of the synthetic sequence involves the alkylation of diethylamine by the alkyl chloride group in 2. Based on this can you please answer the questions below! 1. Identify all electrophilic sites in chloroacetyl chloride. 2. Assuming that the yield of your amidation reaction was 100%, how many mole equivalents of diethylamine are you using in the second step of this synthesis? 3. Indicate two differences between the IR spectra of lidocaine (3) and 2,6-dimethylaniline (1). 4. Explain how you will be able to tell that the second step of the synthetic route was successful.
Lidocaine synthesis consists of two steps, 2,6-dimethylaniline (1) is treated with chloroacetyl chloride under weakly basic conditions to selectively generate amide 2. The second step of the synthetic sequence involves the alkylation of diethylamine by the alkyl chloride group in 2. Based on this can you please answer the questions below! 1. Identify all electrophilic sites in chloroacetyl chloride. 2. Assuming that the yield of your amidation reaction was 100%, how many mole equivalents of diethylamine are you using in the second step of this synthesis? 3. Indicate two differences between the IR spectra of lidocaine (3) and 2,6-dimethylaniline (1). 4. Explain how you will be able to tell that the second step of the synthetic route was successful.
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Lidocaine synthesis consists of two steps, 2,6-dimethylaniline (1) is treated with chloroacetyl chloride under weakly basic conditions to selectively generate amide 2. The second step of the synthetic sequence involves the alkylation of diethylamine by the alkyl chloride group in 2.
Based on this can you please answer the questions below!
1. Identify all electrophilic sites in chloroacetyl chloride.
2. Assuming that the yield of your amidation reaction was 100%, how many mole equivalents of
diethylamine are you using in the second step of this synthesis?
3. Indicate two differences between the IR spectra of lidocaine (3) and 2,6-dimethylaniline (1).
4. Explain how you will be able to tell that the second step of the synthetic route was successful.
2. Assuming that the yield of your amidation reaction was 100%, how many mole equivalents of
diethylamine are you using in the second step of this synthesis?
3. Indicate two differences between the IR spectra of lidocaine (3) and 2,6-dimethylaniline (1).
4. Explain how you will be able to tell that the second step of the synthetic route was successful.
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1
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Electrophilic site: Electron deficient centre
IR: It gives information about the functional groups
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