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- Formic acid
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(Kyoto Encyclopedia of Genes and Genomes) - Formic acid
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Local: Formic
acid, also called methanoic acid), is the simplest
and has the lowest mole weight of the carboxylic acids,
in which a single hydrogen atom is attached to the carboxyl
group (HCOOH). If a methyl group is attached to the
carboxyl group, the compound is acetic acid. It occurs
naturally in the body of ants and in the stingers of
bees. Functionally, it is not only an acid but also
an aldehyde; it reacts with alcohols to form esters
as an acid and it is easily oxidized which imparts some
of the character of an aldehyde. Pure formic acid is
a colorless, toxic, corrosive and fuming liquid, freezing
at 8.4 C and boiling at 100.7 C. It is soluble in water,
ether, and alcohol. It irritates the mucous membranes
and blisters the skin. It is prepared commercially from
sodium formate with the reaction of condensed sulfuric
acid. Formic acid is used as a chemical intermediate
and solvent, and as a disinfectant. It is also in processing textiles
and leathers, electroplating and coagulating latex rubber.
APPLICATION: It
is used for decalcifier; reducer in dyeing for wool
fast colours; dehairing and plumping hides; tanning;
electroplating; coagulating rubber latex; silage and
grain preservation; aidditive in regenerating old rubber;
solvents of perfume; lacquers; alkylating agent
for alcohols; carboxylating agent for tertiary compounds.
It is also used as an intermediate for the production
of a wide variety of products in the chemicals and pharmaceutical
industries. GENERAL
DESCRIPTION OF CARBOXYLIC ACID:
Carboxylic acid is an organic compound whose molecules contain carboxyl group
and have the condensed chemical formula R-C(=O)-OH in which a carbon atom is
bonded to an oxygen atom by a solid bond and to a hydroxyl group by a single
bond), where R is a hydrogen atom, an alkyl group, or an aryl group. Carboxylic
acids can be synthesized if aldehyde is oxidized. Aldehyde can be obtained by
oxidation of primary alcohol. Accordingly, carboxylic acid can be obtained by
complete oxidation of primary alcohol. A variety of Carboxylic acids are
abundant in nature and many carboxylic acids have their own trivial names.
Examples are shown in table. In substitutive nomenclature, their names are
formed by adding -oic acid' as the suffix to the name of the parent compound.
The first character of carboxylic acid is acidity due to dissociation into H+
cations and RCOO- anions in aqueous solution. The two oxygen atoms are
electronegatively charged and the hydrogen of a carboxyl group can be easily
removed. The presence of electronegative groups next to the carboxylic group
increases the acidity. For example, trichloroacetic acid is a stronger acid than
acetic acid. Carboxylic acid is useful as a parent material to prepare many
chemical derivatives due to the weak acidity of the hydroxyl hydrogen or due to
the difference in electronegativity between carbon and oxygen. The easy
dissociation of the hydroxyl oxygen-hydrogen provide reactions to form an ester
with an alcohol and to form a water-soluble salt with an alkali. Almost infinite
esters are formed through condensation reaction called esterification between
carboxylic acid and alcohol, which produces water. The second
reaction theory is the addition of electrons to the electron-deficient carbon
atom of the carboxyl group. One more theory is decarboxylation (removal of
carbon dioxide form carboxyl group). Carboxylic acids are used to synthesize
acyl halides and acid anhydrides which are generally not target compounds. They
are used as intermediates for the synthesis esters and amides, important
derivatives from carboxylic acid in biochemistry as well as in industrial
fields. There are almost
infinite esters obtained from carboxylic
acids. Esters
are formed by removal of water from an acid and an alcohol. Carboxylic acid
esters are used as in a variety of direct and indirect applications. Lower chain
esters are used as flavouring base materials, plasticizers, solvent carriers and
coupling agents. Higher chain compounds are used as components in metalworking
fluids, surfactants, lubricants, detergents, oiling agents, emulsifiers, wetting
agents textile treatments and emollients, They are also used as intermediates
for the manufacture of a variety of target compounds. The almost infinite esters
provide a wide range of viscosity, specific gravity, vapor pressure, boiling
point, and other physical and chemical properties for the proper application
selections. Amides
are formed from the reaction of a carboxylic acids with an amine.
Carboxylic
acid's reaction to link amino acids is wide in nature to form proteins (amide), the
principal constituents of the protoplasm of all cells. Polyamide is a polymer
containing repeated amide groups such as various kinds of nylon and
polyacrylamides. Carboxylic acid
are in our lives.
ALIPHATIC CARBOXYLIC ACIDS |
COMMON
NAME
| SYSTEMATIC NAME |
CAS
RN
| FORMULA |
MELTING
POINT
|
Formic Acid
| Methanoic acid |
64-18-6 | HCOOH | 8.5
C |
Acetic Acid | Ethanoic acid | 64-19-7 | CH3COOH |
16.5
C
|
Carboxyethane | Propionic Acid |
79-09-4 | CH3CH2COOH |
-21.5
C
|
Butyric Acid | n-Butanoic acid |
107-92-6 | CH3(CH2)2COOH |
-8
C
|
Valeric Acid | n-Pentanoic Acid |
109-52-4 | CH3(CH2)3COOH |
-19
C
|
Caproic Acid | n-Hexanoic Acid |
142-62-1 | CH3(CH2)4COOH |
-3
C
|
Enanthoic Acid | n-Heptanoic acid |
111-14-8 | CH3(CH2)5COOH |
-10.5
C
|
Caprylic Acid | n-Octanoic Acid |
124-07-2 | CH3(CH2)6COOH |
16
C
|
alpha-Ethylcaproic Acid | 2-Ethylhexanoic Acid |
149-57-5 | CH3(CH2)3CH(C2H5)COOH |
-59
C
|
Valproic Acid | 2-Propylpentanoic Acid |
99-66-1 | (CH3CH2CH2)2CHCOOH |
120
C
|
Pelargonic Acid | n-Nonanoic Acid |
112-05-0 | CH3(CH2)7COOH |
48
C
|
Capric Acid | n-Decanoic Acid |
334-48-5 | CH3(CH2)8COOH |
31
C
|
|
141-53-7 (hydrochloride), 540-69-2, 70179-79-2 (ammonium),
544-17-2 (calcium), 544-18-3 (cobalt(+2)), 544-19-4
(copper(+2)), 556-63-8 (lithium), 557-39-1 (magnesium),
557-41-5 (zinc), 590-29-4 (potassium), 592-89-2 (strontium),
811-54-1 (lead(+2)), 992-98-3 (thallium(+1)), 3349-06-2
(nickel(+2)), 3495-36-1 (cesium), 3495-35-0 (rubidium),
4464-23-7 (cadmium), 7056-83-9 (lead), 7360-53-4 (aluminum),
15843-02-4 (nickel), 15907-03-6 (copper), 27115-36-2
(chromium), 63182-21-8 (chromium hydrochloride), 68134-59-8
(copper-nickel), 68310-83-8 (copper-ammonium)
|