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3-Chlorobenzonitrile is an
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the chemical formula ClC6H4CN. It is one of the
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Iso ...
s of
chlorobenzonitrile Chlorobenzonitrile may refer to: * 2-Chlorobenzonitrile * 3-Chlorobenzonitrile * 4-Chlorobenzonitrile 4-Chlorobenzonitrile is an organic compound with the formula ClC6H4CN. It is a white solid. The compound, one of three isomers of chlorobenzon ...
.


Preparation and reactions

Typically, aryl nitriles are produced by
ammoxidation In organic chemistry, ammoxidation is a process for the production of nitriles () using ammonia () and oxygen (). It is sometimes called the SOHIO process, acknowledging that ammoxidation was developed at Standard Oil of Ohio. The usual substrat ...
. 3-Chlorobenzonitrile can also be produced by dehydration of the
aldoxime In organic chemistry, an oxime is a organic compound belonging to the imines, with the general formula , where R is an organic side-chain and R’ may be hydrogen, forming an aldoxime, or another organic group, forming a ketoxime. O-substitute ...
of 3-chlorobenzaldehyde. It can also produced by heating 3-chlorobenzylamine and
iodine Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a vi ...
in
ammonium acetate Ammonium acetate, also known as spirit of Mindererus in aqueous solution, is a chemical compound with the formula NH4CH3CO2. It is a white, hygroscopic solid and can be derived from the reaction of ammonia and acetic acid. It is available commerci ...
aqueous solution. In the presence of
copper Copper is a chemical element with the symbol Cu (from la, cuprum) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkis ...
nanoparticles, 3-chlorobenzonitrile can be reduced by
sodium borohydride Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula Na BH4. This white solid, usually encountered as an aqueous basic solution, is a reducing agent that finds appli ...
to 3-chlorobenzylamine. Some ruthenium catalyzers can catalysis the hydrolysis of 3-chlorobenzonitrile to form 3-chlorobenzamide.


References

{{DEFAULTSORT:Chlorobenzonitrile, 3- Chlorobenzenes Benzonitriles