o-Toluic acid supplier | CasNO.118-90-1

Name
o-Toluic acid
EINECS 204-284-9
CAS No. 118-90-1
Article Data445
CAS DataBase
Density 1.151 g/cm³
Solubility <0.1 g/100 mL at 19 ºC in water
Melting Point 103-105 ºC
Formula C₈H₈O₂
Boiling Point 260.9 ºC at 760 mmHg
Molecular Weight 136.15
Flash Point 118.8 ºC
Transport Information
Appearance Pale yellow crystals or off-white flaky solid.
Safety 26-36-22
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms o-Toluate;2-Methylbenzoic acid;o-Methylbenzoic acid;o-Methylbenzoate;2-methylbenzoate;Orthotoluic acid;Benzoic acid, 2-methyl-;Toluic acid;2-Methylbenzoic acid;o-Toluic acid;
PSA 37.30000
LogP 1.69320

Synthetic route

: 174473-23-5
2-methylbenzyltri-n-butylstannane

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With C2H2Cl2F3O2V; oxygen In tert-butyl alcohol at 50℃; for 72h;	100%
With VO(CH2CF3)Cl2; oxygen In tert-butyl alcohol at 50℃; for 72h;	100%

: 529-19-1
2-Methylbenzonitrile

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With phosphate buffer at 30℃; for 120h; rhodococcus rhodocrous AJ270, pH 7.0;	99%
With potassium phosphate buffer at 30℃; for 120h; Rhodococcus sp. AJ270 cells;	98.9%
With benzene-1,2-dicarboxylic acid for 0.833333h; microwave-irradiation;	91%

: 529-20-4
2-methylphenyl aldehyde

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In acetonitrile at 20℃;	99%
With sodium chlorite; dimethyl sulfoxide In water; acetonitrile at 10℃; for 1.2h;	98.6%
With oxygen; copper(II) acetate monohydrate; cobalt(II) diacetate tetrahydrate In water at 70℃; under 760.051 Torr; for 12h;	96%

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	99%
With methanesulfonic acid; 1-methylimidazolium hydrobromide at 120℃; for 2h;	92%
With AlBrCl3(1-)C5H5NH(1+) at 140℃; for 3h;	91%

: 89-95-2
2-methyl-benzyl alcohol

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With oxygen; sodium carbonate In water at 100℃; under 52505.3 Torr; for 0.533333h; Flow reactor; Green chemistry;	98%
With picoline; tert.-butylhydroperoxide; chlorophyllin coppered trisodium salt In water at 80℃; for 15h; chemoselective reaction;	97%
With dichloro(1,5-cyclooctadiene)ruthenium(II); C30H30N3P2(1+)*Cl(1-); potassium hydroxide In toluene at 120℃; for 24h; Inert atmosphere; Schlenk technique;	96%

: 95-47-6
o-xylene

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With oxygen; tetra-N-butylammonium tribromide In ethyl acetate at 20℃; for 48h; Catalytic behavior; Irradiation;	97%
With tert.-butylhydroperoxide; water at 20℃; for 12h; Inert atmosphere;	90%
With tert.-butylhydroperoxide; chromium-pillared montmorillonite In 2,2,4-trimethylpentane; dichloromethane for 48h; Ambient temperature;	87%

: 16537-18-1
o-toluic acid t-butyl ester

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran at 20℃; for 30h;	97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;	74%

: 67157-60-2
2-methyl-benzoic acid benzyl ester

: 108-88-3
toluene

A: 118-90-1
ortho-methylbenzoic acid

B: 620-83-7
1-methyl-4-(phenylmethyl)benzene

C: 713-36-0
2-benzyltoluene

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;	A 97% B n/a C n/a

...Expand

: 201230-82-2
carbon monoxide

: 95-46-5
2-methylphenyl bromide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide; benzene at 65℃; for 1.5h; Irradiation;	96%
With sodium hydroxide; tetrabutylammomium bromide; dicobalt octacarbonyl In water; benzene at 65℃; under 760 Torr; for 2.25h; Irradiation;	96%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide; bis(benzonitrile)palladium(II) dichloride; triphenylphosphine In xylene at 90℃; for 4h; Carbonylation;	18%

: 615-37-2
ortho-methylphenyl iodide

: 201230-82-2
carbon monoxide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide; amphiphilic resin-supported phosphine-palladium; water at 25℃; under 760 Torr; for 12h; Product distribution; Further Variations:; Reagents; hydroxycarbonylation;	96%
With water; palladium diacetate; potassium carbonate at 20℃; under 760.051 Torr; for 12h;	89%
With water; potassium carbonate In acetonitrile at 100℃; under 3750.38 Torr; for 0.0161111h;	86%

: 64-18-6
formic acid

: 615-37-2
ortho-methylphenyl iodide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;	95%
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere; Sealed tube;	83%

: 3609-56-1
allyl 2-methylbenzoate

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 3.5h; Inert atmosphere;	95%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide; mineral oil at 25℃; for 4h; Inert atmosphere;	95%

: methyl 3-oxo-3-(o-tolyl)propanedithioate

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 100℃; for 9.5h; Reflux; chemoselective reaction;	94%

: 57139-25-0
N-methoxy-2-methylbenzamide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With tert.-butylnitrite; water at 29℃; for 0.583333h;	94%

: 577-16-2, 122382-54-1
2-Methylacetophenone

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium hydroxide In dimethyl sulfoxide at 130℃; under 3000.3 Torr; for 12h; Autoclave;	93%
With sodium hypochlorite; lithium hypochlorite In ethanol at 77℃; for 2h;	89%
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 8h;	87%

: 64158-25-4
2,2'-dimethylhydrobenzoin

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With sodium hypochlorite In acetonitrile at 20℃; for 3h;	93%

: 529-19-1
2-Methylbenzonitrile

A: 118-90-1
ortho-methylbenzoic acid

B: 527-85-5
o-Methylbenzamid

Conditions

Conditions	Yield
With phosphate buffer at 30℃; for 5.5h; rhodococcus rhodocrous AJ270, pH 7.0;	A 7% B 92%
With potassium phosphate buffer at 30℃; for 5.5h; Rhodococcus sp. AJ270 cells;	A 6.6% B 92.4%

: 124-38-9
carbon dioxide

: 366-39-2
2-methylphenyl sulfurofluoridate

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 20h; Schlenk technique; Inert atmosphere; Glovebox;	92%

: 95-52-3
2-Fluorotoluene

: 124-38-9
carbon dioxide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-Fluorotoluene With C78H70Al2Cl4N6P4Rh2; magnesium; ethylene dibromide In tetrahydrofuran at 20℃; for 22h; Inert atmosphere; Glovebox; Stage #2: carbon dioxide In tetrahydrofuran at 20℃; under 760.051 Torr; for 0.5h;	92%

: 124-38-9
carbon dioxide

: 2093-46-1
2-methylphenyl diazonium tetrafluoroborate

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate In N,N-dimethyl-formamide for 2h; Electrochemical reaction;	91%

: 55886-48-1
2-methylcyclohexa-2,5-diene-1-carboxylic acid

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
In acetone at 0℃; for 2h;	90%

: 1130-97-8
2-methylbenzoic acid, 2,2-dimethylhydrazide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With manganese(IV) oxide; acetic acid In water at 25℃; Oxidation;	90%
With copper dichloride In 1,4-dioxane; water Oxidation;	83%

: 611-15-4
1-methyl-2-vinyl-benzene

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 1-methyl-2-vinyl-benzene With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; sodium hydroxide In water at 80℃; for 10h; Stage #2: With hydrogenchloride In water at 20℃;	90%
With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide at 120℃; under 760.051 - 912.061 Torr; for 48h; chemoselective reaction;	72%
Stage #1: 1-methyl-2-vinyl-benzene With tert.-butylhydroperoxide; iodine; sodium hydroxide In water at 105℃; for 16h; Sealed tube; Stage #2: With hydrogenchloride In water	51%
With Oxone In water; acetonitrile for 24h; Reflux;	8%

: 16419-60-6
2-Methylphenylboronic acid

: 141-97-9
ethyl acetoacetate

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;	90%

: 38362-89-9
1-methyl-2-(2-nitroethyl)benzene

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With zinc diacetate; water; tetra-(n-butyl)ammonium iodide at 80℃; for 24h;	90%
With water; tetra-(n-butyl)ammonium iodide at 80℃; for 15h; Reagent/catalyst;	90%
With tetra-(n-butyl)ammonium iodide; acetic acid In water at 80℃; for 15h; Reagent/catalyst;	89%

: 95-47-6
o-xylene

A: 118-90-1
ortho-methylbenzoic acid

B: 88-99-3
benzene-1,2-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: o-xylene With manganese(IV) oxide; C32H16N8O4Ru; C46H39CrN12O2; oxygen at 195℃; under 14251.4 Torr; for 0.2h; Stage #2: With manganese(IV) oxide; C32H16N8O4Ru; C46H39CrN12O2; oxygen; acetic acid at 150℃; under 4500.45 Torr; for 4h; Temperature; Pressure; Reagent/catalyst;	A 89.3% B 10.6%
Stage #1: o-xylene With N-acetylphthalimide; Cr(4+)4NO3(1-); C36H24N8NiO4; C52H44FeN4O8; oxygen at 120℃; under 2250.23 Torr; for 1.5h; Stage #2: With N-acetylphthalimide; Cr(4+)4NO3(1-); C36H24N8NiO4; C52H44FeN4O8; oxygen; acetic acid at 170℃; under 12001.2 Torr; for 0.6h; Temperature; Pressure; Reagent/catalyst;	A 14.4% B 85.3%
With zinc(II) oxide In N,N-dimethyl-formamide for 0.133333h; microwave irradiation;	A 80% B 5 % Spectr.

: 67-56-1
methanol

: 7658-80-2
2-methylbenzohydrazide

A: 118-90-1
ortho-methylbenzoic acid

B: 89-71-4
2-Methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With copper diacetate; oxygen	A 89% B 7%

...Expand

: 529-20-4
2-methylphenyl aldehyde

A: 118-90-1
ortho-methylbenzoic acid

B: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 10h; Heating;	A 88% B 9 % Chromat.
With dihydrogen peroxide; methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate at 90℃; for 1.5h;	A 23% B 10%

: 766-47-2
1-ethynyl-2-methylbenzene

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 1-ethynyl-2-methylbenzene With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; sodium hydroxide In water at 80℃; for 10h; Stage #2: With hydrogenchloride In water at 20℃;	88%

: 1623774-99-1
N-(2-(1-benzyl-1H-1, 2, 3-triazol-4-yl)propan-2-yl)-2-methylbenzamide

: 118-90-1
ortho-methylbenzoic acid

Conditions

Conditions	Yield
With nitrosonium tetrafluoroborate In acetonitrile at 50℃; for 0.166667h;	87%

: 118-90-1
ortho-methylbenzoic acid

: 64-17-5
ethanol

: 87-24-1
ethyl 2-methylbenzoate

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 12h;	100%
With thionyl chloride at 0 - 80℃; Inert atmosphere;	99.5%
With thionyl chloride at 0 - 80℃; Inert atmosphere;	99.5%

: 118-90-1
ortho-methylbenzoic acid

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In benzene at 20℃; for 14h;	100%
With thionyl chloride Reflux;	100%
With thionyl chloride; N,N-dimethyl-formamide at 90℃; for 3h; Concentration; Reagent/catalyst; Temperature;	99.7%

: 118-90-1
ortho-methylbenzoic acid

: 75-03-6
ethyl iodide

: 2438-03-1
2-(n-Propyl)-benzoesaeure

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With sec.-butyllithium In tetrahydrofuran; 1-hexene; cyclohexane at -78 - 20℃; Stage #2: ethyl iodide In tetrahydrofuran; 1-hexene; cyclohexane at -78 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran; cyclohexane	100%
With sec.-butyllithium In cyclohexane for 8h; Ambient temperature;	82%
With sec.-butyllithium 1.) THF, cyclohexane, -78 deg C, 1 h, 2.) THF, cyclohexane, RT, 4 h; Yield given. Multistep reaction;

: 118-90-1
ortho-methylbenzoic acid

: chloridotetrakis(acetato)diruthenium(II,III)

: Ru2Cl(μ-O2CC6H4-o-Me)4

Conditions

Conditions	Yield
In water at 130℃; for 16h; Microwave irradiation;	100%

: 118-90-1
ortho-methylbenzoic acid

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 2,5-dioxopyrrolidin-1-yl 2-methylbenzoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	100%
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 3h;	32.9%

: 118-90-1
ortho-methylbenzoic acid

: 607-86-3
2-methylbenzoic anhydride

Conditions

Conditions	Yield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20℃; for 0.5h;	99%
With 2,6-dimethylpyridine; tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide; N,N-dimethyl-formamide at 25 - 30℃; for 12h; Inert atmosphere; Photolysis;	97%
With Selectfluor; triphenylphosphine In acetonitrile at 20℃; for 4h; Schlenk technique; Inert atmosphere;	92%

: 118-90-1
ortho-methylbenzoic acid

: 62-53-3
aniline

: 7055-03-0
2-methyl-N-phenylbenzamide

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: aniline With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	99%
With TEA; 1,2-benzisoxazol-3-yl diphenyl phosphate In various solvent(s) for 2h; Ambient temperature;	90%
Stage #1: ortho-methylbenzoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: aniline In dichloromethane at 20℃;	31.7%

: 118-90-1
ortho-methylbenzoic acid

: 74-88-4
methyl iodide

: 55262-10-7
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With ammonia; lithium In tetrahydrofuran at -78℃; Birch reduction; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water	99%
Stage #1: ortho-methylbenzoic acid With ammonia; lithium In water at -60℃; for 0.5h; Birch reduction; Stage #2: methyl iodide In water regioselective reaction;	98%
Stage #1: ortho-methylbenzoic acid With lithium In tetrahydrofuran; ammonia at -78℃; Stage #2: methyl iodide	91%
(i) Li, liq. NH3, (ii) /BRN= 969135/; Multistep reaction;

: 118-90-1
ortho-methylbenzoic acid

: 501-65-5
diphenyl acetylene

: 8-methyl-3,4-diphenyl-1H-isochromen-1-one

Conditions

Conditions	Yield
With dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer; copper(II) acetate monohydrate; silver(I) triflimide In dichloromethane at 20℃; for 24h; Sealed tube;	99%
With carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; sodium acetate; copper(II) oxide In 2,2,2-trifluoroethanol at 80℃; for 24h; Schlenk technique; Molecular sieve; Inert atmosphere;	92%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; C15H23NO4 In 2,2,2-trifluoroethanol at 30℃; for 35h; Reagent/catalyst; Temperature;	90%

: 118-90-1
ortho-methylbenzoic acid

: 7550-45-0
titanium tetrachloride

: 4Ti(4+)*5Cl(1-)*7(O2CC6H4CH3)(1-)*2O(2-)={Ti4Cl5(O2CC6H4CH3)7O2}

Conditions

Conditions	Yield
In light petroleum byproducts: CH3C6H4COCl, HCl; exclusion of air and moisture, addn. of TiCl4 (by syringe) to the org. compound stirred in light petroleum (b.p. 100-120°C) at 0°C, slowly warming to room temp., then heating to reflux, 4 h, pptn.; cooling, filtration, washing (hexane), drying in vac. for 2 h, elem. anal.;	99%
In light petroleum compds. are heated under reflux at 100-120°C;; elem. anal.;;	>99

: 118-90-1
ortho-methylbenzoic acid

: 105-58-8
Diethyl carbonate

: 87-24-1
ethyl 2-methylbenzoate

Conditions

Conditions	Yield
With sulfuric acid at 110 - 120℃; for 13h; Neat (no solvent);	99%

: 118-90-1
ortho-methylbenzoic acid

: 75-09-2
dichloromethane

: 144168-19-4
bis(2-methylbenzoyloxy)methane

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 60℃; for 3h; Reagent/catalyst; Solvent;	99%
With potassium carbonate In dimethyl sulfoxide at 130℃; for 5h;	98%

: 118-90-1
ortho-methylbenzoic acid

: 696-62-8
para-iodoanisole

: 4'-methoxy-3-methyl-[1,1'-biphenyl]-2-carboxylic acid

Conditions

Conditions	Yield
With C30H54N6Ru(2+)*2BF4(1-); potassium perfluoro-tert-butoxide; potassium carbonate at 140℃; for 16h; Reagent/catalyst; Temperature; Glovebox; Inert atmosphere;	99%
With palladium diacetate; caesium carbonate; N-acetyl-L-isoleucine; silver carbonate at 30℃; for 36h; Schlenk technique; Inert atmosphere;	59%
With dipotassium hydrogenphosphate; sodium acetate; palladium diacetate; silver carbonate In tert-butyl alcohol at 140℃; for 48h;
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium carbonate; tricyclohexylphosphine In 1-methyl-pyrrolidin-2-one at 100℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

: 1824-81-3
2-Amino-6-methylpyridine

: 118-90-1
ortho-methylbenzoic acid

: 2-methyl-N-(6-methylpyridin-2-yl)benzamide

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2-Amino-6-methylpyridine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	99%

: 118-90-1
ortho-methylbenzoic acid

: 15796-89-1
N-methyl-N-phenylmethacrylamide

: 1,3-dimethyl-3-(2-oxo-2-(o-tolyl)eth yl)indolin-2-one

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; di-tert-butyl dicarbonate; tris[2-phenylpyridinato-C2,N]iridium(III); magnesium chloride In N,N-dimethyl-formamide at 20℃; for 48h; Sealed tube; Inert atmosphere; UV-irradiation;	99%

: 118-90-1
ortho-methylbenzoic acid

: 292638-85-8
acrylic acid methyl ester

: methyl 2-(4-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium acetate In water at 100℃; for 24h; Green chemistry;	99%
With C45H51Cl2CuN4P4Ru(1+)*BF4(1-); sodium acetate In water at 100℃; for 12h; Inert atmosphere; Schlenk technique;	90%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; potassium acetate In butan-1-ol at 80℃; under 760.051 Torr; for 18h; Schlenk technique; chemoselective reaction;	72%

: 118-90-1
ortho-methylbenzoic acid

: 682-30-4
Diethyl vinylphosphonate

: diethyl ((4-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)methyl)phosphonate

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium acetate In water at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry;	99%

: 118-90-1
ortho-methylbenzoic acid

: 771-61-9
2,3,4,5,6-pentafluorophenol

: pentafluorophenyl 2-methylbenzoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	99%

: 118-90-1
ortho-methylbenzoic acid

: 616-38-6
carbonic acid dimethyl ester

: 89-71-4
2-Methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid; acetic acid at 85 - 90℃; for 12h; Neat (no solvent); Large scale reaction;	98.34%

: 118-90-1
ortho-methylbenzoic acid

: 108-98-5
thiophenol

: 35092-37-6
2-Methyl-thiobenzoesaeure-S-phenylester

Conditions

Conditions	Yield
With pyridine; O-phenyl phosphorodichloridate In 1,2-dimethoxyethane for 16h; Ambient temperature;	98%
Stage #1: ortho-methylbenzoic acid With aluminum (III) chloride In ethyl acetate at 0℃; for 2h; Stage #2: thiophenol With zinc(II) chloride In ethyl acetate for 4h; Reflux;	85%
(i) SOCl2, (ii) /BRN= 506523/; Multistep reaction;
Stage #1: ortho-methylbenzoic acid With dmap; 3-((1H-benzo[d][1,2,3]triazol-5-yl)methyl)-1,2-dimethyl-1H-imidazole-3-ium hexafluorophosphate; dicyclohexyl-carbodiimide In acetonitrile at 20℃; Green chemistry; Stage #2: thiophenol With dmap In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry;

: 118-90-1
ortho-methylbenzoic acid

: 54811-50-6
2-iodo-6-methylbenzoic acid

Conditions

Conditions	Yield
With N-iodo-succinimide; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 16h; Inert atmosphere;	98%
With N-iodo-succinimide; [Ir(III)(η5-pentamethylcyclopentadienyl)(H2O)3](SO4) at 40℃; for 16h; Reagent/catalyst; Temperature;	98%
With N-iodo-succinimide; palladium diacetate In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide	95%

: 118-90-1
ortho-methylbenzoic acid

: 74-83-9
methyl bromide

: 55262-10-7
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With ammonia; lithium at -60℃; Birch reduction; Stage #2: methyl bromide at -60 - 20℃;	98%
With ammonia; lithium 1.) -60 deg C, 20 min, 2.) from -60 deg C to 25 deg C, 16 h; Yield given. Multistep reaction;

: 118-90-1
ortho-methylbenzoic acid

: 75-26-3
isopropyl bromide

: 31689-42-6
2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With ammonia; lithium at -60℃; Birch reduction; Stage #2: isopropyl bromide at -60 - 20℃;	98%
Stage #1: ortho-methylbenzoic acid With ammonia; lithium In water at -60℃; for 0.5h; Birch reduction; Stage #2: isopropyl bromide In water regioselective reaction;	98%
With ammonia; lithium 1.) -60 deg C, 20 min, 2.) from -60 deg C to 25 deg C, 16 h; Yield given. Multistep reaction;
Stage #1: ortho-methylbenzoic acid With ammonia; lithium at -78℃; for 1h; Stage #2: isopropyl bromide at -78℃; for 0.25h;

: 118-90-1
ortho-methylbenzoic acid

: 19227-13-5
(Z)-N'-hydroxy-4-methylbenzimidamide

: 5-o-tolyl-3-p-tolyl-[1,2,4]oxadiazole

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With PS-PPh3; trichloroacetonitrile In tetrahydrofuran at 100℃; for 0.0833333h; microwave irradiation; Stage #2: (Z)-N'-hydroxy-4-methylbenzimidamide With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 150℃; for 0.25h; microwave irradiation;	98%

: 118-90-1
ortho-methylbenzoic acid

: 98-85-1, 13323-81-4
1-Phenylethanol

: 51801-00-4
1-phenylethyl 2-methylbenzoate

Conditions

Conditions	Yield
With potassium hydroxide	98%

o-Toluic acid Chemical Properties

Molecular Structure of o-Toluic acid (CAS NO.118-90-1):

IUPAC Name: 2-Methylbenzoic acid
Molecular Formula: C₈H₈O₂
Molecular Weight: 136.15
EINECS: 204-284-9
Melting Point: 103 °C
Index of Refraction: 1.556
Molar Refractivity: 38 cm³
Molar Volume: 118.2 cm³
Surface Tension: 45.4 dyne/cm
Density: 1.151 g/cm³
Flash Point: 118.8 °C
Enthalpy of Vaporization: 52.68 kJ/mol
Boiling Point: 260.9 °C at 760 mmHg
Vapour Pressure: 0.00603 mmHg at 25 °C
Water Solubility: <0.1 g/100 mL at 19 °C
Appearance: Pale yellow crystals or off-white flaky solid.
Product Categories: Organic acids
Classification Code: Drug / Therapeutic Agent
Canonical SMILES: CC1=CC=CC=C1C(=O)O
InChI: InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)
InChIKey: ZWLPBLYKEWSWPD-UHFFFAOYSA-N
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.

o-Toluic acid History

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 Uses

o-Toluic acid (CAS NO.118-90-1) can be used for spices, m-cresol, pesticides fungicides phosphorylaminopropyl, vinyl chloride polymerization initiator MBPO, color film reagent organic synthesis intermediates.

o-Toluic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	422mg/kg (422mg/kg)	BEHAVIORAL: REGIDITY BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Journal of Medicinal Chemistry. Vol. 11, Pg. 1020, 1968.

o-Toluic acid Consensus Reports

Reported in EPA TSCA Inventory.

o-Toluic acid Safety Profile

Safety Information of o-Toluic acid (CAS NO.118-90-1):
Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-36-22
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: XU1400000
Poison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.

o-Toluic acid Specification

o-Toluic acid (CAS NO.118-90-1), its Synonyms are 2-Methylbenzoic acid ; Orthotoluic acid ; Toluic acid ; o-Methylbenzoic acid ; o-Toluylic acid ; Benzoic acid, 2-methyl- .

Product Name

o-Toluic acid

Synthetic route

o-Toluic acid Chemical Properties

o-Toluic acid History

o-Toluic acid Uses

o-Toluic acid Toxicity Data With Reference

o-Toluic acid Consensus Reports

o-Toluic acid Safety Profile

o-Toluic acid Specification

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