3-Chlorobenzoic acid

Last updated
3-Chlorobenzoic acid
3-Chlorobenzoic acid.svg
Names
Preferred IUPAC name
3-Chlorobenzoic acid
Other names
m-Chlorobenzoic acid
meta-Chlorobenzoic acid
3BZ
Identifiers
3D model (JSmol)
907218
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.837 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 208-618-4
3664
PubChem CID
UNII
  • InChI=1S/C7H5ClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10) Yes check.svgY
    Key: LULAYUGMBFYYEX-UHFFFAOYSA-N Yes check.svgY
  • C1=CC(=CC(=C1)Cl)C(=O)O
Properties
C7H5ClO2
Molar mass 156.57 g·mol−1
Appearancewhite solid
Density 1.517 g/cm3
Melting point 154 °C (309 °F; 427 K)
Boiling point 275 °C (527 °F; 548 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point 150 °C (302 °F; 423 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Chlorobenzoic acid is an organic compound with the molecular formula ClC6H4CO2H. It is a white solid that is soluble in some organic solvents and in aqueous base. [1]

Synthesis and occurrence

3-Chlorobenzoic acid is prepared by oxidation of 3-chlorotoluene.

It is a metabolic byproduct of the drug bupropion. [2]

Related Research Articles

<span class="mw-page-title-main">Benzoic acid</span> Organic compound (C6H5COOH)

Benzoic acid is a white solid organic compound with the formula C6H5COOH, whose structure consists of a benzene ring with a carboxyl substituent. The benzoyl group is often abbreviated "Bz", thus benzoic acid is also denoted as BzOH, since the benzoyl group has the formula –C6H5CO. It is the simplest aromatic carboxylic acid. The name is derived from gum benzoin, which was for a long time its only source.

<span class="mw-page-title-main">Ester</span> Compound derived from an acid

In chemistry, an ester is a compound derived from an acid in which the hydrogen atom (H) of at least one acidic hydroxyl group of that acid is replaced by an organyl group. Analogues derived from oxygen replaced by other chalcogens belong to the ester category as well. According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well, but not according to the IUPAC.

<span class="mw-page-title-main">Organic compound</span> Chemical compound with carbon-hydrogen bonds

Some chemical authorities define an organic compound as a chemical compound that contains carbon–hydrogen or carbon–carbon bonds; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as halides of carbon without carbon-hydrogen and carbon-carbon bonds, and certain compounds of carbon with nitrogen and oxygen.

An organic acid is an organic compound with acidic properties. The most common organic acids are the carboxylic acids, whose acidity is associated with their carboxyl group –COOH. Sulfonic acids, containing the group –SO2OH, are relatively stronger acids. Alcohols, with –OH, can act as acids but they are usually very weak. The relative stability of the conjugate base of the acid determines its acidity. Other groups can also confer acidity, usually weakly: the thiol group –SH, the enol group, and the phenol group. In biological systems, organic compounds containing these groups are generally referred to as organic acids.

In organic chemistry, an acyl chloride is an organic compound with the functional group −C(=O)Cl. Their formula is usually written R−COCl, where R is a side chain. They are reactive derivatives of carboxylic acids. A specific example of an acyl chloride is acetyl chloride, CH3COCl. Acyl chlorides are the most important subset of acyl halides.

<span class="mw-page-title-main">Sulfonic acid</span> Organic compounds with the structure R−S(=O)2−OH

In organic chemistry, sulfonic acid refers to a member of the class of organosulfur compounds with the general formula R−S(=O)2−OH, where R is an organic alkyl or aryl group and the S(=O)2(OH) group a sulfonyl hydroxide. As a substituent, it is known as a sulfo group. A sulfonic acid can be thought of as sulfuric acid with one hydroxyl group replaced by an organic substituent. The parent compound is the parent sulfonic acid, HS(=O)2(OH), a tautomer of sulfurous acid, S(=O)(OH)2. Salts or esters of sulfonic acids are called sulfonates.

meta-Chloroperoxybenzoic acid is a peroxycarboxylic acid. It is a white solid often used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material.

The Ullmann condensation or Ullmann-type reaction is the copper-promoted conversion of aryl halides to aryl ethers, aryl thioethers, aryl nitriles, and aryl amines. These reactions are examples of cross-coupling reactions.

<span class="mw-page-title-main">Thiethylperazine</span> Chemical compound

Thiethylperazine (Torecan, Norzine) is an antiemetic of the phenothiazine class. It is an antagonist of dopamine receptors (DRD1, DRD2, DRD4) as well as of 5-HT2A, 5-HT2C receptors, mAChRs (1 through 5), α1 adrenergic receptor and H1 receptor.

In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations.

<span class="mw-page-title-main">2-Chlorobenzoic acid</span> Chemical compound

2-Chlorobenzoic acid is an organic compound with the formula ClC6H4CO2H. It is one of three isomeric chlorobenzoic acids, the one that is the strongest acid. This white solid is used as a precursor to a variety of drugs, food additives, and dyes.

The molecular formula C7H5ClO2 (molar mass: 156.57 g/mol, exact mass: 155.9978 u) may refer to:

<span class="mw-page-title-main">3-Hydroxybenzoic acid</span> Chemical compound

3-Hydroxybenzoic acid is a monohydroxybenzoic acid.

Chlorobenzoic acid may refer to:

<span class="mw-page-title-main">Bifenox</span> Chemical compound

Bifenox is the ISO common name for an organic compound used as an herbicide. It acts by inhibiting the enzyme protoporphyrinogen oxidase which is necessary for chlorophyll synthesis.

<span class="mw-page-title-main">2-Fluorobenzoic acid</span> Chemical compound

2-Fluorobenzoic acid is an aromatic organic compound with the formula FC6H4CO2H. It is one of three isomeric fluorobenzoic acids. Its conjugate base is 2-fluorobenzoate. The compound is an irritant.

<span class="mw-page-title-main">2-Diphenylphosphinobenzoic acid</span> Chemical compound

2-Diphenylphosphinobenzoic acid is an organophosphorus compound with the formula (C6H5)2PC6H4CO2H. It is a white solid that dissolves in polar organic solvents. The ligand is a component of catalysts used for the Shell higher olefin process. It is prepared by the reaction of sodium diphenylphosphide with the sodium salt of 2-chlorobenzoic acid.

<span class="mw-page-title-main">Tibric acid</span> Chemical compound

Tibric acid is a sulfamylbenzoic acid that acts as a hypolipidemic agent. Although it was found to be more powerful than clofibrate in lowering lipid levels, it was found to cause liver cancer in mice and rats, and so was not introduced as a human drug. In rats it causes an increase in peroxisomes, and liver enlargement, and then liver cancer. However the peroxisome changes do not occur in humans, and it is not likely to cause liver cancer in humans.

<span class="mw-page-title-main">4-Chlorobenzoic acid</span> Chemical compound

4-Chlorobenzoic acid is an organic compound with the molecular formula ClC6H4CO2H. It is a white solid that is soluble in some organic solvents and in aqueous base. 4-Chlorobenzoic acid is prepared by oxidation of 4-chlorotoluene.

4-Chlorobenzaldehyde is an organic compound with the chemical formula C7H5ClO. It can be produced by the oxidation of 4-chlorobenzyl alcohol. It can be further oxidized to 4-chlorobenzoic acid. It will react with malononitrile to form 4-chlorobenzylidenylmalononitrile. 4-Chlorobenzaldehyde reacts with benzylamine to produce N-(4-chlorobenzylidenyl)benzylamine。

References

  1. Takao Maki; Kazuo Takeda (2002). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555. ISBN   3527306730..
  2. National Center for Biotechnology Information. "3-chlorobenzoic acid". PubChem . Retrieved 27 October 2018.