to turn the carbonyl group of the amide into a methylene group (-CH2-).
The effect of the reduction of an amide with LiAlH4 is??
True
True or False: Nitriles can be reduced with chemical reducing agents (like LiAlH4) or by catalytic
hydrogenation (H2 (g)/Ni) to primary amines.
reductive amination
Amines can be synthesized in a single pot by treating an aldehyde or ketone with ammonia (or
another amine) in the presence of a reducing agent. This reaction is known as a _________
reductive amination
In laboratory practice, __________ is the preferred method for the synthesis of amines (as
compared to direct alkylation), as it avoids the potential for polyalkylation and the production of
a mixture of products.
amines, amides, and nitriles.
Outside of the halogens and oxygen, inclusion of nitrogen as a heteroatom or as part of a
functional grouping creates another series of important families of organic molecules, namely,
____, _____, and ______
positive
, Compounds with four groups attached to the nitrogen are known as quaternary amines. Based
on the rules for formal charge, the nitrogen atom of these compounds carries a _____ charge,
and these compounds exist as salts (quaternary amine cation plus an anion).
sp3
What is the nitrogen hybridization in an amine
the electronic geometry is tetrahedral, and the molecular geometry is trigonal pyramidal
What is the molecular and electrical geometry of an amine
We have an expert-written solution to this problem!
108
The bond angles of amines are roughly____°, which is very close to the ideal geometry of
109.5° predicted for a regular tetrahedron.
the lone pair of electrons on the nitrogen atom.
The chemistry of all amines is dominated by??
Ammonia can be reacted with alkyl halides to produce amines via a two-step reaction. The first
step involves ammonia acting as a nucleophile to displace a halide ion via an SN2 reaction. This
produces an alkylammonium halide salt (quaternary amine and halide ion). In a second step,
sodium hydroxide (a base) is added to deprotonate the alkylammonium cation to produce the
"free base" of the amine.
Describe this reaction
This method of amine synthesis is simple and has the advantage that any subclassification of
amines (1°, 2°, 3°, or quaternary) can be produced.
A distinct disadvantage to this method is that no reaction stops cleanly after a single alkylation.
Since all amines can be alkylated, the amine product produced in each reaction can be further
alkylated. All amines (1°, 2°, 3°) have roughly the same reactivity, and the products will undergo
further reaction, yielding a mixture of products. The ideal goal in a synthesis is to get a high
yield of a single (pure) product. Forming a mixture of products lowers the overall yield of the
desired target molecule and requires separation of the mixture to isolate the desired compound
from the others.
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