Propionamide
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Propanamide has the
chemical formula In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...
CH3CH2C=O(NH2). It is the
amide In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is ...
of
propanoic acid Propionic acid (, from the Greek words πρῶτος : ''prōtos'', meaning "first", and πίων : ''píōn'', meaning "fat"; also known as propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH3CH2CO2H. It is a liqu ...
. This organic compound is a mono-substituted
amide In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is ...
. Organic compounds of the amide group can react in many different organic processes to form other useful compounds for synthesis.


Preparation

Propanamide can be prepared by the condensation reaction between
urea Urea, also known as carbamide, is an organic compound with chemical formula . This amide has two amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest amide of carbamic acid. Urea serves an important r ...
and
propanoic acid Propionic acid (, from the Greek words πρῶτος : ''prōtos'', meaning "first", and πίων : ''píōn'', meaning "fat"; also known as propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH3CH2CO2H. It is a liqu ...
: (NH2)2CO + 2CH3CH2COOH -> CH3CH2CO(NH2) + H2O + CO2 or by the dehydration of ammonium propionate: (NH4)CH3CH2COO -> CH3CH2CONH2 + H2O


Reactions

Propanamide being an amide can participate in a
Hoffman rearrangement Hoffman is a surname of German and Jewish origin. The original meaning in medieval times was "steward", i.e. one who manages the property of another. In English and other European languages, including Yiddish and Dutch, the name can also be spell ...
to produce
ethylamine Ethylamine, also known as ethanamine, is an organic compound with the formula CH3CH2NH2. This colourless gas has a strong ammonia-like odor. It condenses just below room temperature to a liquid miscible with virtually all solvents. It is a nucleo ...
gas.


References

Propionamides {{organic-compound-stub