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High purity 2-methylbenzoic acid 99.0%min
Cas No: 118-90-1
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o-Toluic acid suppliers in China
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118-90-1 o-Toluic acid
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O-toluic Acid
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o-Toluic acid
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2-methylbenzoate
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118-90-1 Usage

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.

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.

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.]

Definition

ChEBI: A methylbenzoic acid that is benzoic acid substituted by a methyl group at position 2.
InChI:InChI=1/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)/p-1

118-90-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A13856)  o-Toluic acid, 98+%    118-90-1 5000g 1422.0CNY Detail
Alfa Aesar (A13856)  o-Toluic acid, 98+%    118-90-1 1000g 535.0CNY Detail
Alfa Aesar (A13856)  o-Toluic acid, 98+%    118-90-1 250g 171.0CNY Detail

118-90-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name o-toluic acid

1.2 Other means of identification

Product number -
Other names o-tolualdehyde diethyl acetal

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:118-90-1 SDS

118-90-1Synthetic route

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

2-methylbenzyltri-n-butylstannane

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2-Methyl-benzoic acid methyl ester
89-71-4

2-Methyl-benzoic acid methyl ester

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With iodine; aluminium In acetonitrile at 80℃; for 18h;99%
With methanesulfonic acid; 1-methylimidazolium hydrobromide at 120℃; for 2h;92%
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;91%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
o-xylene
95-47-6

o-xylene

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
o-toluic acid t-butyl ester
16537-18-1

o-toluic acid t-butyl ester

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 20℃; for 30h;97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;74%
2-methyl-benzoic acid benzyl ester
67157-60-2

2-methyl-benzoic acid benzyl ester

toluene
108-88-3

toluene

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

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

1-methyl-4-(phenylmethyl)benzene

C

2-benzyltoluene
713-36-0

2-benzyltoluene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;A 97%
B n/a
C n/a
carbon monoxide
201230-82-2

carbon monoxide

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

carbon monoxide
201230-82-2

carbon monoxide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
formic acid
64-18-6

formic acid

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
allyl 2-methylbenzoate
3609-56-1

allyl 2-methylbenzoate

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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

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

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 100℃; for 9.5h; Reflux; chemoselective reaction;94%
N-methoxy-2-methylbenzamide
57139-25-0

N-methoxy-2-methylbenzamide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With tert.-butylnitrite; water at 29℃; for 0.583333h;94%
2-Methylacetophenone
577-16-2, 122382-54-1

2-Methylacetophenone

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2,2'-dimethylhydrobenzoin
64158-25-4

2,2'-dimethylhydrobenzoin

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With sodium hypochlorite In acetonitrile at 20℃; for 3h;93%
2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
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%
carbon dioxide
124-38-9

carbon dioxide

2-methylphenyl sulfurofluoridate
366-39-2

2-methylphenyl sulfurofluoridate

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2-Fluorotoluene
95-52-3

2-Fluorotoluene

carbon dioxide
124-38-9

carbon dioxide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
carbon dioxide
124-38-9

carbon dioxide

2-methylphenyl diazonium tetrafluoroborate
2093-46-1

2-methylphenyl diazonium tetrafluoroborate

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate In N,N-dimethyl-formamide for 2h; Electrochemical reaction;91%
2-methylcyclohexa-2,5-diene-1-carboxylic acid
55886-48-1

2-methylcyclohexa-2,5-diene-1-carboxylic acid

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
In acetone at 0℃; for 2h;90%
2-methylbenzoic acid, 2,2-dimethylhydrazide
1130-97-8

2-methylbenzoic acid, 2,2-dimethylhydrazide

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With manganese(IV) oxide; acetic acid In water at 25℃; Oxidation;90%
With copper dichloride In 1,4-dioxane; water Oxidation;83%
1-methyl-2-vinyl-benzene
611-15-4

1-methyl-2-vinyl-benzene

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;90%
1-methyl-2-(2-nitroethyl)benzene
38362-89-9

1-methyl-2-(2-nitroethyl)benzene

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
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%
o-xylene
95-47-6

o-xylene

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

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

benzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
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.
methanol
67-56-1

methanol

2-methylbenzohydrazide
7658-80-2

2-methylbenzohydrazide

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

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

2-Methyl-benzoic acid methyl ester

Conditions
ConditionsYield
With copper diacetate; oxygenA 89%
B 7%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

ortho-cresol
95-48-7

ortho-cresol

Conditions
ConditionsYield
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%
1-ethynyl-2-methylbenzene
766-47-2

1-ethynyl-2-methylbenzene

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

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

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Conditions
ConditionsYield
With nitrosonium tetrafluoroborate In acetonitrile at 50℃; for 0.166667h;87%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

ethanol
64-17-5

ethanol

ethyl 2-methylbenzoate
87-24-1

ethyl 2-methylbenzoate

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

ethyl iodide
75-03-6

ethyl iodide

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

2-(n-Propyl)-benzoesaeure

Conditions
ConditionsYield
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;
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

chloridotetrakis(acetato)diruthenium(II,III)

chloridotetrakis(acetato)diruthenium(II,III)

Ru2Cl(μ-O2CC6H4-o-Me)4

Ru2Cl(μ-O2CC6H4-o-Me)4

Conditions
ConditionsYield
In water at 130℃; for 16h; Microwave irradiation;100%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

1-hydroxy-pyrrolidine-2,5-dione

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

2-methylbenzoic anhydride
607-86-3

2-methylbenzoic anhydride

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

aniline
62-53-3

aniline

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

2-methyl-N-phenylbenzamide

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

methyl iodide
74-88-4

methyl iodide

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

1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

Conditions
ConditionsYield
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;
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

diphenyl acetylene
501-65-5

diphenyl acetylene

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

titanium tetrachloride
7550-45-0

titanium tetrachloride

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

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

Conditions
ConditionsYield
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
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl 2-methylbenzoate
87-24-1

ethyl 2-methylbenzoate

Conditions
ConditionsYield
With sulfuric acid at 110 - 120℃; for 13h; Neat (no solvent);99%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

dichloromethane
75-09-2

dichloromethane

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

bis(2-methylbenzoyloxy)methane

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

para-iodoanisole
696-62-8

para-iodoanisole

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

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

Conditions
ConditionsYield
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;
2-Amino-6-methylpyridine
1824-81-3

2-Amino-6-methylpyridine

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

N-methyl-N-phenylmethacrylamide

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

Diethyl vinylphosphonate
682-30-4

Diethyl vinylphosphonate

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

2,3,4,5,6-pentafluorophenol

pentafluorophenyl 2-methylbenzoate

pentafluorophenyl 2-methylbenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;99%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

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

2-Methyl-benzoic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 85 - 90℃; for 12h; Neat (no solvent); Large scale reaction;98.34%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

thiophenol
108-98-5

thiophenol

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

2-Methyl-thiobenzoesaeure-S-phenylester

Conditions
ConditionsYield
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;
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

2-iodo-6-methylbenzoic acid

Conditions
ConditionsYield
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-formamide95%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

methyl bromide
74-83-9

methyl bromide

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

1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

Conditions
ConditionsYield
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;
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

isopropyl bromide
75-26-3

isopropyl bromide

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

2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid

Conditions
ConditionsYield
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;
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

(Z)-N'-hydroxy-4-methylbenzimidamide

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

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

Conditions
ConditionsYield
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%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

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

1-Phenylethanol

1-phenylethyl 2-methylbenzoate
51801-00-4

1-phenylethyl 2-methylbenzoate

Conditions
ConditionsYield
With potassium hydroxide98%

118-90-1Related news

Diastereoselective hydrogenation of o-Toluic acid (cas 118-90-1) coupled with (S)-proline and (S)-pyroglutamic acid methyl esters on ruthenium catalysts08/28/2019

The diastereoselective hydrogenation of two o-toluic acid derivatives, N-(2-methyl-benzoyl)-(S)-proline methyl ester here named substrate 1, and N-(2-methyl-benzoyl)-(S)-pyroglutamic acid methyl ester abbreviated as substrate 1′, was studied on metallic ruthenium particles deposited on two oxid...detailed

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