(a)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the
(b)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.
(c)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.
(d)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.
(e)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.
(f)
To describe: The synthesis of the given amine from the indicated starting material by reductive amination.
Interpretation: The synthesis of the given amine from the indicated starting material by reductive amination is to be described.
Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.
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Chapter 19 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- Which of these statements is NOT true about the reaction of amines with a cyclic anhydride like phthalic anhydride? a. Dimethylamine will give a cyclic imide product. b. Aniline will give a cyclic imide product. c. Triethylamine will give a cyclic imide product. d. The reaction undergoes a nucleophilic acyl substitution mechanism.arrow_forwardWhich amines cannot be prepared by a Gabriel synthesis? Explain your choices. NH2 NH2 NH2 а. b. C. d.arrow_forwardIn the 1880's, Acetanilide, sold under the name Antifebrin, was widely used as a pain reliever and fever reducer. However, it had many adverse side effects, including cyanosis as a result of methemoglobinemia. The toxic side effects were the result of a small portion of acetanilide being hydrolyzed to aniline. Acetanilide was discontinued and replaced with phenacetin. Later studies show that both acetanilide and phenacetin are metabolized to acetaminophen. This metabolite, which we know as Tylenol, is responsible for the analgesic and antipyretic properties. Part 1: Show a detailed arrow pushing mechanism of the acid catalyzed hydrolysis of acetanilide to aniline Part 2: Propose a synthesis of Acetaminophen from phenol NH NH NH Phenacetin inophen Acetanilide Attach File Browse Local Files Browse Content Collectionarrow_forward
- 1. Why is acetanilide no longer available as a drug in the market? 2. Why is the synthesis of acetanilide still relevant? 3. Can acetanilide be re-offered to market again?arrow_forwardDefine the simplest method to synthesize an amine ?arrow_forwardSynthesize benzylamine from benzaldehydearrow_forward
- What two amides are obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of propylamine? a. Why is only one amide obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of triethylamine?arrow_forward1. Rank the following nitrogens or amines in order of decreasing basicity (strongest to weakest, strongest = 1) a) N 'NH2 compare the basicity of three nitrogen in 1-methylhistamine b) F. 'NH2 'NH2 'NH2arrow_forwardHow do you account for the fact that N-phenylacetamide (acetanilide) is less reactive toward electrophilic aromatic substitution than is aniline? -NHCCH, -NH, N-Phenylacetamide (Acetanilide) Anilinearrow_forward
- Explain why a secondary amine forms a nitrosamine rather than a diazonium ion when it reacts with a nitrosonium ion.arrow_forwarda. Explain the effect of acid on the solubility of the water-insoluble amines.arrow_forwardReactions of aldehydes and ketones with amines and amine derivatives a. Draw reaction with a primary amine forms an imine. Hydrazine and hydroxylamine can also be used; they form a hydrazone and an oxime, respectively. b. Draw reaction with a secondary amine forms an enamine.arrow_forward
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