Triethylamine is utilized as a base in organic synthesis and can form quaternary ammonium salts when alkylated. The structure of triethylamine in shown below: Show how you would prepare this compound shown below using the following sources: A. Ammonia as starting material B. Potassium phthalimide C. Sodium Azide

Triethylamine is utilized as a base in organic synthesis and can form quaternary ammonium salts when alkylated. The structure of triethylamine in shown below: Show how you would prepare this compound shown below using the following sources: A. Ammonia as starting material B. Potassium phthalimide C. Sodium Azide

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter43: Amines

Section: Chapter Questions

Problem 7Q

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Why do you wash the dichloromethane solution of your reductive amination product with sodium bicarbonate, rather than dilute aqueous HCl? a) Sodium bicarbonate is a good method of removing aldehydes from organic solvent.b) The amine product will be protonated by acid and remain in the aqueous layer as a salt.c) Sodium bicarbonate transfers the amine starting material into the aqueous layer.d) Sodium bicarbonate reacts with leftover NaBH(OAc)3 and removes it from the mixture.
Compare the table below by giving the structure and name of a primary (10), secondary(20), and tertiary(30) amine with molecular formula C3H9N. Primary amines can be prepared from amides by Hoffman's reaction. Write a general equation for the reaction and give reagents with reaction conditions for this reaction.
Primary amines can also be prepared by the reaction of an alkyl halide with azide ion, followed by catalytic hydrogenation. What advantage do this method and the Gabriel synthesis have over the synthesis of a primaryamine using an alkyl halide and ammonia?
Primary amines can be prepared from amides by Hoffman's reaction. Write a general equation for the reaction and give reagents with reaction conditions for this reaction. What property of amines is responsible for them being basic. Suggest one way of Increasing the basicity of an amine and give a specific example of its application.
In the preparation of p-Nitroaniline, there are three synthetic steps in this reaction, the first is acetylation of the amine, second is nitrates and the third is hydrolysis of the amide. Why must acetylation be done first if at all? Use chemical structures to illustrate your point.
Chitosan is derived from the shells of crustaceans. it is only soluble in an aqueous acidic medium but not in organic solvents. When reacted with phthalic anhydride, it forms an amide. The product is no longer soluble in the aqueous medium but now is soluble in organic solvents. a) Draw the product of the reaction between chitosan and phthalic anhydride. b) Briefly explain the behaviour change in solubility of the starting material and the final product.
Explain how the class I carbonyl compound reacts? What will be the product when ethylamine and propyl amine reacts with acetyl chloride? Why only one amide obtained after the reaction of acetyl chloride with a mixture of ethylamine and trimethylamine? Excess amine is required in the reaction of acetyl chloride with amine whereas excess alcohol is not required in the reaction of acetyl chloride and alcohol. Why? List the following ester in order of decreasing reactivities towards hydrolysis with reason: Methyl benzoate, p-nitro methyl benzoate and p-methoxy methyl benzoate
Rank the following amines based on basicity Rationalize the electronic effects responsible for the basicity of amines
Assuming you are a chemist and you need to extract ethanolic acid in a benzene solution. Propose and briefly discuss how to extract the ethanolic acid in the benzene solution. Include the reactions involved in each step, if any.
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A. The water solubility of amines found in medications can be increased by salt formation. Dextromethorphan hydrobromide, a cough suppresant, is the salt formed from dextromethorphan (XX) and hydrobromic acid (HBr). Write the equation for the formation of dextromethorphan hydrobromide. B. Suggest appropriate starting materials ( amine and alkyl halide) needed for the preparation of each of the following salts: 1. Cetylpyridinium chloride 2. Benzyldimethyltetradecylammonium chloride
Why is dimethylamine more basic than aniline? (Provide structures)