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In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...
, benzoyl (, ) is the
functional group In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions r ...
with the
formula In science, a formula is a concise way of expressing information symbolically, as in a mathematical formula or a ''chemical formula''. The informal use of the term ''formula'' in science refers to the general construct of a relationship betwe ...
and
structure A structure is an arrangement and organization of interrelated elements in a material object or system, or the object or system so organized. Material structures include man-made objects such as buildings and machines and natural objects such as ...
. It can be viewed as
benzaldehyde Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful. It is a colorless liquid with a characteristic almond-li ...
missing one hydrogen. The benzoyl group has a mass of 105 amu. The term "benzoyl" should not be confused with benzyl, which has the formula . The benzoyl group is given the symbol "Bz" whereas benzyl is commonly abbreviated "Bn".


Sources

Benzoyl chloride is a favored source of benzoyl groups, being used to prepare benzoyl ketones, benzamides (benzoyl amides), and benzoate esters. The source of many naturally occurring benzoyl compounds is the thioester benzoyl-CoA. Irradiation of benzil generates benzoyl radicals, which have the formula PhCO.


Benzoyl compounds

Many ketones contain the benzoyl group. They have the formula C6H5CO–R, an important example being
benzophenone Benzophenone is a naturally occurring organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. It is a white solid with a low melting point and ros ...
. Benzoyl
ester In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...
s and
amide In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a chemical compound, compound with the general formula , where R, R', and R″ represent any group, typically organyl functional group, groups or hydrogen at ...
s are common in organic chemistry. The esters are used as a
protecting group A protecting group or protective group is introduced into a molecule by chemical modification of a functional group to obtain chemoselectivity in a subsequent chemical reaction. It plays an important role in multistep organic synthesis. In man ...
s in
organic synthesis Organic synthesis is a branch of chemical synthesis concerned with the construction of organic compounds. Organic compounds are molecules consisting of combinations of covalently-linked hydrogen, carbon, oxygen, and nitrogen atoms. Within the gen ...
, which can be easily removed by
hydrolysis Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solvation reactions in which water ...
in dilute
basic Basic or BASIC may refer to: Science and technology * BASIC, a computer programming language * Basic (chemistry), having the properties of a base * Basic access authentication, in HTTP Entertainment * Basic (film), ''Basic'' (film), a 2003 film ...
solution. Benzoyl-β-D-glucoside is a natural substance that can be found in ''
Pteris ensiformis ''Pteris ensiformis'', the slender brake, silver lace fern, sword brake fern, or slender brake fern, is a plant species of the genus Pteris in the family Pteridaceae. It is found in Asia and the Pacific. Uses Beverages It is the most common ing ...
''.


References

{{Functional group, state=expanded Acyl groups Phenyl compounds