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o-Toluic acid

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o-Toluic acid Basic information

Product Name:
o-Toluic acid
Synonyms:
  • 2-TOLUIC ACID
  • 2-METHYLBENZOIC ACID
  • AKOS BBS-00003722
  • METHYLBENZOIC(O-) ACID
  • ORTHO-TOLUIC ACID
  • o-Methylbenzoate
  • O-METHYLBENZOIC ACID
  • O-TOLUYLIC ACID
CAS:
118-90-1
MF:
C8H8O2
MW:
136.15
EINECS:
204-284-9
Product Categories:
  • Organic acids
  • intermediates
  • Pyrazines ,Pyrans
Mol File:
118-90-1.mol
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o-Toluic acid Chemical Properties

Melting point:
103 °C
Boiling point:
258-259 °C(lit.)
Density 
1.062 g/mL at 25 °C(lit.)
refractive index 
1.512
Flash point:
148 °C
storage temp. 
Store below +30°C.
solubility 
1.2g/l
pka
3.91(at 25℃)
form 
Needle-Like Crystalline Solid
color 
White to slightly yellow
Specific Gravity
1.062
PH
3.1 (H2O, 20℃)(saturated aqueous solution)
Water Solubility 
<0.1 g/100 mL at 19 ºC
Merck 
14,9535
BRN 
1072103
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChIKey
ZWLPBLYKEWSWPD-UHFFFAOYSA-N
CAS DataBase Reference
118-90-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2-methyl-(118-90-1)
EPA Substance Registry System
Benzoic acid, 2-methyl-(118-90-1)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36-22
WGK Germany 
3
RTECS 
XU1400000
TSCA 
Yes
HS Code 
29163900

MSDS

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o-Toluic acid Usage And Synthesis

Chemical Properties

White crystals. Slightly soluble in water; soluble in alcohol and chloroform. Combustible.

Uses

Bacteriostat.

Definition

ChEBI: A methylbenzoic acid that is benzoic acid substituted by a methyl group at position 2.

Air & Water Reactions

Fine dust dispensed in air in sufficient concentrations, and in the presence of an ignition source is a potential dust explosion hazard. . Insoluble in water.

Reactivity Profile

o-Toluic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in o-Toluic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. o-Toluic acid is incompatible with strong oxidizers.

Fire Hazard

Flash point data for o-Toluic acid are not available. o-Toluic acid is probably combustible. Fine dust dispensed in air in sufficient concentrations, and in the presence of an ignition source is a potential dust explosion hazard.

Purification Methods

Crystallise the acid from *benzene (2.5mL/g) and dry in air. The S-benzylisothiuronium salt has m 146o (from aqueous EtOH). [Beilstein 9 IV 1697.]

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