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Questions and Answers
Which compound has the highest boiling point between Propanamine and N,N-dimethylmethanamine?
Which compound has the highest boiling point between Propanamine and N,N-dimethylmethanamine?
What chemical test can be used to differentiate between CH3NH2 and (CH3)2NH?
What chemical test can be used to differentiate between CH3NH2 and (CH3)2NH?
Why does aniline not undergo Friedel-Crafts reaction?
Why does aniline not undergo Friedel-Crafts reaction?
Why are diazonium salts of aromatic amines more stable than those of aliphatic amines?
Why are diazonium salts of aromatic amines more stable than those of aliphatic amines?
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Which compound has the highest pK value among Aniline, p-nitroaniline, and p-toluidine?
Which compound has the highest pK value among Aniline, p-nitroaniline, and p-toluidine?
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In gaseous state, which compound is the strongest base among C2H5NH2, (C2H5)NH, and (C2H5)3N?
In gaseous state, which compound is the strongest base among C2H5NH2, (C2H5)NH, and (C2H5)3N?
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Which compound will have the highest basic character among the following?
Which compound will have the highest basic character among the following?
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What is the foul-smelling compound 'C' produced when compound 'B' reacts with CHCl3 and alcoholic KOH?
What is the foul-smelling compound 'C' produced when compound 'B' reacts with CHCl3 and alcoholic KOH?
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Why is Gabriel phthalimide synthesis not preferred for preparing aromatic primary amines?
Why is Gabriel phthalimide synthesis not preferred for preparing aromatic primary amines?
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What product is obtained when N-phenylethanamide is converted to p-bromoaniline?
What product is obtained when N-phenylethanamide is converted to p-bromoaniline?
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What is the main product formed in the Hoffmann bromamide degradation reaction?
What is the main product formed in the Hoffmann bromamide degradation reaction?
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In the reaction of benzene sulphonyl chloride with a primary amine, why does a product soluble in alkali form?
In the reaction of benzene sulphonyl chloride with a primary amine, why does a product soluble in alkali form?
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Why is aniline considered a weaker base compared to ethanamine?
Why is aniline considered a weaker base compared to ethanamine?
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Why does aniline not undergo Friedel-Crafts reaction?
Why does aniline not undergo Friedel-Crafts reaction?
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Why can only aliphatic primary amines be prepared by Gabriel Phthalimide synthesis?
Why can only aliphatic primary amines be prepared by Gabriel Phthalimide synthesis?
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Why does NH2 group in aniline give good yield of m-nitroaniline on nitration?
Why does NH2 group in aniline give good yield of m-nitroaniline on nitration?
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Why is (CH3)NH more basic than (CH3)3N in an aqueous solution?
Why is (CH3)NH more basic than (CH3)3N in an aqueous solution?
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Why is ammonolysis of alkyl halides not a good method to prepare pure primary amines?
Why is ammonolysis of alkyl halides not a good method to prepare pure primary amines?
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Study Notes
Amines
Distinguishing between compounds
- Aniline and Ethanamine: Aniline gives a foul smell on heating with CHCl₃ and alcoholic KOH, whereas Ethanamine does not.
- Aniline and N-methylaniline: Aniline gives a positive carbylamine test, whereas N-methylaniline does not.
Boiling points
- Butanol > Butanamine > Butane (in decreasing order of boiling points)
Properties of Aniline
- Aniline is a weaker base compared to ethanamine due to resonance stabilization of the amino group.
- Aniline does not undergo Friedel-Crafts reaction because the amino group deactivates the benzene ring.
Gabriel Phthalimide Synthesis
- Only aliphatic primary amines can be prepared by Gabriel Phthalimide synthesis.
Basicity of Amines
- (CH₃)NH is more basic than (CH₃)₃N in an aqueous solution due to steric hindrance.
- Propanamine has a higher boiling point than N,N-dimethylmethanamine because of stronger intermolecular hydrogen bonding.
Diazonium Salts
- Diazonium salts of aromatic amines are more stable than those of aliphatic amines.
- Diazonium salts react with HNO₂ at low temperatures to form stable diazonium salts.
Chemical Tests
- Aniline can be distinguished from Ethanamine by reacting with HNO₂ at a low temperature to form a stable diazonium salt.
- Aniline can be distinguished from CH₃NH₂ by reacting with ferric chloride to precipitate hydrated ferric oxide.
pKb Values
- p-toluidine > aniline > p-nitroaniline (in decreasing order of pKb values)
- C₂H₅NH₂ > (C₂H₅)₂NH > (C₂H₅)₃N (in decreasing order of pKb values)
Reactions
- Aniline reacts with CHCl₃ and alcoholic KOH to form a foul-smelling compound.
- Benzene diazonium chloride reacts with water to form phenol.
- Benzoic acid reacts with Sn/HCl to form aniline.
Synthesis of Amines
- Aniline can be converted to p-bromoaniline by reacting with Br₂ and KOH.
- Benzene diazonium chloride can be converted to nitrobenzene by reacting with water.
- Benzoic acid can be converted to aniline by reacting with Sn/HCl.
Hoffmann Bromamide Degradation Reaction
- The Hoffmann bromamide degradation reaction involves the reaction of an amide with bromine in the presence of sodium hydroxide, resulting in the formation of an amine with one fewer carbon atoms.
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Description
Test your knowledge on distinguishing between organic compounds and arranging them based on boiling points in this quiz. Also, explore concepts like the reactivity of different compounds and specific reactions they undergo.
