H3C-H3C.OHXTH EtH2N–CH2CH3It is difficult to prepare an amide from a carboxylic acid and an amine directly, since an acid-base reaction occurs which renders theamine nitrogen non-nucleophilic. Typically, in such an amide synthesis, the carboxylic acid OH group is first transformed into a better,nonacidic leaving group. In practice, amides are often prepared by treating the carboxylic acid with dicyclohexylcarbodiimide (DCC).The amine is then added and nucleophilic acyl substitution occurs easily because dicyclohexylurea is a good leaving group. Thismethod of amide bond formation is a key step in the laboratory synthesis of peptide bonds (amide bonds) between protected aminoacids.Draw curved arrows to show the movement of electrons in this step of the mechanism.Arrow-pushingInstructions+N.HDCCalb:AaloH3CH3CCH₂CH3EtH-A alaOHH3CEtNH,Submit Answer+H3C.:0:H2N–CH2CH3It is difficult to prepare an amide from a carboxylic acid and an amine directly, since an acid-base reaction occurs which renders theamine nitrogen non-nucleophilic. Typically, in such an amide synthesis, the carboxylic acid OH group is first transformed into a better,nonacidic leaving group. In practice, amides are often prepared by treating the carboxylic acid with dicyclohexylcarbodiimide (DCC).The amine is then added and nucleophilic acyl substitution occurs easily because dicyclohexylurea is a good leaving group. Thismethod of amide bond formation is a key step in the laboratory synthesis of peptide bonds (amide bonds) between protected aminoacids.Draw curved arrows to show the movement of electrons in this step of the mechanism.Arrow-pushing InstructionsNOC XTRetry Entire GroupHNC6H11DCC'NC6H11alHH3C9 more group attempts remainingH3C- "CH₂CH3Et:0:NH₂HNC6H11NC6H11

DCC reacts with carboxylic acid group to produce a better leaving group. Amine attacks on the…

H3C- OH Arrow-pushing Instructions H3C. ANC↔XT It is difficult to prepare an amide from a carboxylic acid and an amine directly, since an acid-base reaction occurs which renders the amine nitrogen non-nucleophilic. Typically, in such an amide synthesis, the carboxylic acid OH group is first transformed into a better, nonacidic leaving group. In practice, amides are often prepared by treating the carboxylic acid with dicyclohexylcarbodiimide (DCC). The amine is then added and nucleophilic acyl substitution occurs easily because dicyclohexylurea is a good leaving group. This method of amide bond formation is a key step in the laboratory synthesis of peptide bonds (amide bonds) between protected amino acids. Draw curved arrows to show the movement of electrons in this step of the mechanism. H Et H H2N—CH2CH3 :A DCC H3C пояда H3C- CH₂CH3 Et H-A

H3C- OH Arrow-pushing Instructions H3C. ANC↔XT It is difficult to prepare an amide from a carboxylic acid and an amine directly, since an acid-base reaction occurs which renders the amine nitrogen non-nucleophilic. Typically, in such an amide synthesis, the carboxylic acid OH group is first transformed into a better, nonacidic leaving group. In practice, amides are often prepared by treating the carboxylic acid with dicyclohexylcarbodiimide (DCC). The amine is then added and nucleophilic acyl substitution occurs easily because dicyclohexylurea is a good leaving group. This method of amide bond formation is a key step in the laboratory synthesis of peptide bonds (amide bonds) between protected amino acids. Draw curved arrows to show the movement of electrons in this step of the mechanism. H Et H H2N—CH2CH3 :A DCC H3C пояда H3C- CH₂CH3 Et H-A

Chemistry

10th Edition

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

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Draw the structure of the major product expected for the following reaction. Hint, the amine acts as a base in this reaction.
Rank the following compounds in order of increasing basicity and explain the order you chose.
When two equivalents of an amine are treated with acetyl chloride, both equivalents of the amine attack the carbonyl group, to give the product shown. 2 O True O False NH₂ CI NH ANH HO + HCI
Amoxycillin is often adminisstered as the sodium salt. It is more soluble form that results from the reaction: Amoxycillin + NaOH --> Sodium-amoxycillin + H2O What functional grouo omn amoxycillin allows it to act as an acid in the reaction?
4-Nitrobenzyl esters 4-B Question) Draw the following by Chemdraw? 1 Acetamides 2 Benzamides 3 Benzenesulfonamides 4 4-Toluenesulfonamides 5 Phenylthioureas 6 Amine hydrochlorides 7 Chloroplatinates 8 Methyl 4-toluenesulfonates 9 Methyl iodide 10 Picrate 11 Amine hydrochlorides 12 4-Toluenesulfonamides 13 Phenylureido acids 14 Acetamides 15 Benzamides 16 3.5-Dinitrobenzamides 17 2,4-Dinitroaniline derivatives
What is the major neutral organic product for the following sequence?
What amide(s) can be used to prepare each amine by reduction?
Please don't provide handwritten solution
H3C H3C H3C OH Amides can be hydrolyzed to yield carboxylic acids. The conditions are much more severe than those for other carboxylic acid derivatives. Acidic hydrolysis occurs by addition of water to the protonated carbonyl, followed by proton transfer to make the nitrogen a better leaving group. The reactions are reversible, and the reaction is driven to completion by protonation of NH3 at the end. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions NOC XT .H + NH3 NH₂ -OH H3O+ H₂O: NH3 H3C :0: OH NH3 H3O+
which amine is most basic and most nucleophilic?
Classify each amine as a primary, secondary, or tertiary.
H₂C 0 NH₂ B₂, NaOH 98 H₂C OH When an a-hydroxy amide is treated with try in aqueous NaOH under Hofmann rearrangement conditions, loss of CO, occurs and a chain-shortened aldehyde is formed. The mechanhum involves the following steps: Base abstracts an acidic amide proton, yielding amide anion The amide anion reacts with bromine in an e-substitution reaction to give N-bromoamide 2. Abstraction of the remaining amide proton by base gives a resonance-stabilized bromoamide anion Rearangement occurs to yield isocyanate Water adds to the isocyanate to yield carbamic acid Elimination of CD, yields carbinolamine Following proton transfer, expubion of ammonia yields the final product aldehyde Write out the mechanism on a separate sheet of paper, and then draw the structures of carbamic acid 5 and isocyanate 4. H 400, ANH, You do not have to consider stereochemistry. You do not have to explicitly draw Hatoms De not include lone pairs in your answer. They will not be considered in the grading…