Amines Flashcards
What is the suffix for an amine that is terminal?
-ylamine
What is the suffix for an amine that is mid-chain?
-aminoalkane
What can you react a haloalkane with to make an amine?
Ammonia
What are the conditions for making an amine from a haloalkane and ammonia?
Excess ammonia
What type of reaction mechanism occurs when you react a haloalkane with ammonia to make an amine?
Nucleophilic substitution
If you’re reacting CH3Cl with NH3, why will you not necessarily produce CH3NH2 + NH4+Cl- only?
The CH3NH2 formed is also a nucleophile (spare electron pair on N)
May go on to react with other CH3Cls
How can you roughly control the reaction so that the majority of products formed are tetramethylamine?
Use less ammonia/more haloalkane
What is a use for tetramethylammonium chloride?
Fabric softener
How is tetramethylammonium chloride formed?
CH3Cl with minimal excess ammonia
Tetramethylamine reacts with the Cl- ion to form the salt
You can make an amine by reacting a haloalkane and ammonia. What is another method you could use?
Reduction of a nitrile by adding either hydrogen or LiAlH4 (a reducing agent)
What are the conditions for the reduction of a nitrile?
Nickel catalyst
150*C
During the reduction of a nitrile a nucleophile is generated. However, the reaction stops. Why?
It is not a nucleophilic reaction
What is used to make aromatic amines?
Sn and conc. HCl
What is used to reduce nitrobenzene into phenylamine?
Sn and conc. HCl