O-Toluic acid

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o-Toluic acid [1]
2-toluic acid.svg
O-Toluic-acid-3D-balls.png
Names
Preferred IUPAC name
2-Methylbenzoic acid
Other names
ortho-toluic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.896 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
UNII
  • InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10) Yes check.svgY
    Key: ZWLPBLYKEWSWPD-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)
    Key: ZWLPBLYKEWSWPD-UHFFFAOYAI
  • O=C(O)c1ccccc1C
Properties
C8H8O2
Molar mass 136.2 g/mol
Density 1.06 g/cm3
Melting point 104 to 105 °C (219 to 221 °F; 377 to 378 K)
Boiling point 259 °C (498 °F; 532 K)
-80.83·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

o-Toluic acid, also 2-methylbenzoic acid, is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). It is an isomer of p-toluic acid and m-toluic acid. When purified and recrystallized, o-toluic acid forms needle-shaped crystals. o-Toluic acid was first noticed by Sir William Ramsay, credited discoverer of the noble gases and winner of the 1904 Nobel Prize in Chemistry.

o-Toluic acid is prepared by oxidation of o-xylene with nitric acid. [2]

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<span class="mw-page-title-main">William Ramsay</span> Scottish chemist

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p-Toluic acid (4-methylbenzoic acid) is a substituted benzoic acid with the formula CH3C6H4CO2H. It is a white solid that is poorly soluble in water but soluble in acetone. A laboratory route to p-toluic acid involves oxidation of p-cymene with nitric acid.

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Isocyanic acid is a chemical compound with the structural formula HNCO, which is often written as H−N=C=O. It is a colourless, volatile and poisonous substance, with a boiling point of 23.5 °C. It is the predominant tautomer and an isomer of cyanic acid (aka. cyanol).

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Amitraz is a non-systemic acaricide and insecticide and has also been described as a scabicide. It was first synthesized by the Boots Co. in England in 1969. Amitraz has been found to have an insect repellent effect, works as an insecticide and also as a pesticide synergist. Its effectiveness is traced back on alpha-adrenergic agonist activity, interaction with octopamine receptors of the central nervous system and inhibition of monoamine oxidases and prostaglandin synthesis. Therefore, it leads to overexcitation and consequently paralysis and death in insects. Because amitraz is less harmful to mammals, amitraz is among many other purposes best known as insecticide against mite- or tick-infestation of dogs. It is also widely used in the beekeeping industry as a control for the Varroa destructor mite, although there are recent reports of resistance.

<i>m</i>-Toluic acid Chemical compound

m-Toluic acid, (IUPAC: 3-methylbenzoic acid), is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). It is an isomer of p-toluic acid and o-toluic acid.

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Virodhamine (O-arachidonoyl ethanolamine; O-AEA) is an endocannabinoid and a nonclassic eicosanoid, derived from arachidonic acid. O-Arachidonoyl ethanolamine is arachidonic acid and ethanolamine joined by an ester linkage, the opposite of the amide linkage found in anandamide. Based on this opposite orientation, the molecule was named virodhamine from the Sanskrit word virodha, which means opposition. It acts as an antagonist of the CB1 receptor and agonist of the CB2 receptor. Concentrations of virodhamine in the human hippocampus are similar to those of anandamide, but they are 2- to 9-fold higher in peripheral tissues that express CB2. Virodhamine lowers body temperature in mice, demonstrating cannabinoid activity in vivo.

Toluic acid, also known as Toluenecarboxylic acid or Cresoic acid is an inorganic compound and a Toluene-directive of carboxylic acid.

Methyl <i>p</i>-toluate Chemical compound

Methyl p-toluate is the organic compound with the formula CH3C6H4CO2CH3. It is a waxy white solid that is soluble in common organic solvents. It is the methyl ester of p-toluic acid. Methyl p-toluate per se is not particularly important but is an intermediate in some routes to dimethyl terephthalate, a commodity chemical.

References

  1. O-TOLUIC ACID - Compound Summary, PubChem.
  2. Harold E. Zaugg; Richard T. Rapala (1947). "o-Toluic Acid". Org. Synth. 27: 84. doi:10.15227/orgsyn.027.0084.