Welcome to LookChem.com Sign In|Join Free
  • or

95-53-4

Post Buying Request

95-53-4 Suppliers

Recommended suppliersmore

Product FOB Price Min.Order Supply Ability Supplier
o-Toluidine
Cas No: 95-53-4
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
o-Toluidine CAS NO.95-53-4
Cas No: 95-53-4
USD $ 2.0-2.0 / Metric Ton 1 Metric Ton 200 Metric Ton/Year Antimex Chemical Limied Contact Supplier
Supply high quality O-Toluidine
Cas No: 95-53-4
No Data 1 Kilogram 5000 Metric Ton/Year Aecochem Corp. Contact Supplier
lower price 95-53-4 o-Toluidine
Cas No: 95-53-4
No Data 1 Kilogram 1000 Metric Ton/Month HK Luyunjia Chemical Industry Limited Contact Supplier
Top purity o-Toluidine with high quality cas:95-53-4
Cas No: 95-53-4
USD $ 3.0-10.0 / Kilogram 1 Kilogram 99999 Metric Ton/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
2-toluidine
Cas No: 95-53-4
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
O-toluidine
Cas No: 95-53-4
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
O-Toluidine, OT, CAS No.: 95-53-4, O-Toluidine, Pesticide Intermediate CAS NO.95-53-4
Cas No: 95-53-4
USD $ 25.0-28.0 / Metric Ton 1 Metric Ton 100000 Metric Ton/Month MIT-IVY INDUSTRY CO.,LTD. Contact Supplier
o-Toluidine
Cas No: 95-53-4
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
o-Toluidine
Cas No: 95-53-4
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier

95-53-4 Usage

Health Hazard

Absorption of toxic quantities by any route causes cyanosis (blue discoloration of lips, nails, skin); nausea, vomiting, and coma may follow. Repeated inhalation of low concentrations may cause pallor, low-grade secondary anemia, fatigability, and loss of appetite. Contact with eyes causes irritation.

The Detection of blood glucose

Methods of determination of the glucose include oxidase method and o-toluidine condensation method and Folin-Wushi method. Among them, o-toluidine condensation method are most commonly used. This method has a high specificity for detecting glucose and is not affected by other substances other than glucose. The theoretical basis is that glucose in hot acetic acid solution can be condensed with o-toluidine to form a blue-green Schiff's base and the color depth is proportional to the glucose content. O-toluidine is added into the serum and glucose standard liquid. Then compare their optical density and calculate the serum glucose content. The normal level of fasting serum glucose is 70~100mg /dl.

Air & Water Reactions

Becomes reddish brown upon exposure to air and light [Hawley]. Slightly soluble in water.

Hazard Occasions

  • O-toluidine is toxic, the inhalation of its vapor or absorbtion through the skin or ingestion can cause poisoning. It is one of the known carcinogens.
  • O-toluidine is flammable with a fire point of 482℃, and can form explosive mixture with air. The allowable concentration in air in the United States is 2ppm (9mg/m3).

Toluidine Isomers

Toluidine has three isomers: o-toluidine, m-toluidine and p-toluidine, while o-toluidine is the situ substitution product and m-toluidine is the shift substitution product.
O-toluidine is an important intermediate for the production of dyes and pigments and can be used to prepare direct red 62, red base RL, red base G, juvenile base GBC, alkaloid, peptone AS-D, acid red 35,158 265, solvent red 124, diazo group of azo dyes and coupling component, pigment yellow 14, yellow 17, Blue 19; raw materials of pesticide like Tricyclazole, insecticide Chlordimeform, chloromethiuron; acetochlor; raw materials of Thiofide; raw material of saccharin; corrosion inhibitor and other raw materials. In organic synthesis, o-toluidine are also used in synthesis of heterocyclic compounds indole and its derivatives.

Fire Extinguishant

Fog water, foam, carbon dioxide, sand.

Synthesis Method

o-Toluidine can be synthesized from toluene. The direct aromatic amination is very effective when done with a parent nitrenium ion, but o-toluidine can also be synthesized in other ways. For example, by the amination of toluene with methylhydroxylamine or hydroxylammonium salts in presence of aluminum trichloride.[22] The reaction using a nitrenium ion is not regionselective and multiple structural isomers will be present in the product. Figure 2 shows a very general synthesis reaction of o-toluidine and the other products (p-toluidine and m-toluidine). To obtain pure o-toluidine, the isomers need to be separated.
1. In the dilute acid medium, o-nitrotoluene heated together with iron powder and water to synthesize o-toluidine.
  synthesis process
2. O-nitrotoluene is preheated with hydrogen in the induction heater and hydrogenated in the presence of copper catalyst to prepare o-toluidine. 
synthsis process
3.Toluene is aminated by ammonia sodium with the rhodium-carbon catalyst to produce o-toluidine.
4.Aniline is alkylated with methanol under the catalysis of ferric nitrate and germanium dioxide to produce the finished product o-toluidine.

Specific determination of glucose

o-Toluidine can also be used for measuring serum glucose concentration, in the form of acetic acid–o-toluidine.[26] The o-toluidine reaction for the estimation of glucose concentration in the serum gained massive popularity in the 1970s. This method was mostly used by clinical laboratories. Because of the potential health hazard, the laboratories now have a modified method by using alternative compounds.

Chemical Properties

Light-yellow liquid, becomes reddishbrown on exposure to air and light. Soluble in alcohol and ether; very slightly soluble in water. Combustible.

Chemical and Physical Properties

O-toluidine is a clear colorless or light yellow liquid, may become reddish brown on exposure to air and light, and white precipitate at the presence of formaldehyde. It is slightly soluble in water, soluble in dilute acid, alcohol and ether.
relative density: 1.004(20℃);
melting point:-16.3℃ (β),-24.4℃(α);
boiling point: 199.7℃;
Flash point 185°F;
spontaneous ignition point: 482.2℃;
vapor density: 3.69.
Its vapor can form explosive mixture with air. The maximum allowable concentration in air is 5ppm. O-toluidine is flammable when exposed to heat or flame. It will, when heated, emit toxic gases toxic similar to that of aniline. Once it enters human body, it will cause the formation of hemoglobin, resulting in the occurrence of neurological disorders and cyanosis.
It has about the same density as water and is very slightly soluble in water. Vapors are heavier than air. Confirmed carcinogen.
The chemical properties of the toluidines are quite similar to those of aniline and toluidines have properties in common with other aromatic amines. Due to the amino group bonded to the aromatic ring, the toluidines are weakly basic.

Occupational Standard

TWA 22 mg/m3; STEL 44 mg/m3.

Fire Hazard

Special Hazards of Combustion Products: Toxic oxides of nitrogen and flammable vapors may form in fire.

Transportation

Organic poison;
Dangerous Goods Code: 84182.UN No.:1708/6270/6.1-02/335.
Domestic commodity number: 61750;
Container in transportation must be marked “Poisonous”.

Protective Measures

Suitable protective clothing should be equipped during the peration to prevent skin contact. Wear protective glasses to prevent contact with skin and eyes. Immediately remove permeable clothing, such as wetted or contaminated,. The operating site shall be provided with a safety signal indicator, eyewash and flushing equipment.

First-aid

If it enters the eyes, immediately rinse with water or eye drops; on the contact with the skin, immediately wash it off with soap and water; if it inhaled, immediately remove the patient from the scene to the fresh air; practice artificial respiration if necessary; if it is swallowed, drink plenty of water and induce vomiting followed by gastric lavage, and immediately send the patient to hospital for treatment. Methylene blue is a specific antidote to it.

Purification Methods

In general, methods similar to those for purifying aniline can be used, e.g. distillation from zinc dust, at reduced pressure, under nitrogen. Berliner and May [J Am Chem Soc 49 1007 1927] purified it via the oxalate. Twice-distilled o-toluidine is dissolved in four times its volume of diethyl ether, and the equivalent amount of oxalic acid needed to form the dioxalate is added as its solution in diethyl ether. (If p-toluidine is present, its oxalate precipitates and can be removed by filtration.) Evaporation of the ethereal solution gives crystals of o-toluidine dioxalate [Beilstein 12 III 1494, 12 IV 1817]. These are filtered off, recrystallised five times from water containing a small amount of oxalic acid (to prevent hydrolysis), then treated with dilute aqueous Na2CO3 to liberate the amine which is separated, dried (CaCl2) and distilled under reduced pressure. The benzoyl derivative has m 144o (from EtOH). [Beilstein 12 H 772, 12 I 372, 12 II 429, 12 III 1837, 12 IV 1744.]

General Description

A clear colorless or light yellow liquid. May become reddish brown on exposure to air and light. Flash point 185°F. Has about the same density as water and is very slightly soluble in water. Vapors are heavier than air. Confirmed carcinogen.

Toxicity

O-toluidine has a toxicity similar to aniline. The inhalation of its vapor or absorbtion through the skin or ingestion can cause poisoning. Once it enters human body, it will cause the formation of hemoglobin, resulting in the occurrence of neurological disorders, anoxia, headach, acratia, dizziness, drowsiness, cyanosis and hematuresis under microscope. Contact with eyes and skin may cause dermatitis and eye burns. It is one of the known carcinogens.
(Toxicity studies on animals: acute P.O. toxicity on rat LD50: 670 mg/kg, acute P.O. toxicity on mice LD50: 520 mg/kg
Skin irritation on rabbit 10 mg x 24 h, severe. Eye irritation on rabbit 0.75 mg x 24 h, severe.)

Storage

Stored in glass bottles or metal barrels to prevent mechanical damage. Place it in a cool, dry, well ventilated place. It is best to use the open or attached warehouse. No fireworks, far away from the fire site. Avoid light. Sealed preservation. Separate it from oxidizer.

Separation of toxic metal ions

The increasing level of heavy metals in the environment is a serious environmental problem. Various methods have been developed to remove these metals from aqueous systems, but these methods have limitations. Because of the limitations, researchers prompted to exploit inorganic materials as ion exchangers. These inorganic ion exchangers are able to obtain specific metal ions/anions or organic molecules. Following research in 2010,[27] there has been a synthesis and analytical application on a new thermally stable composite cation exchange material: poly-o-toluidine stannic molybdate. This material showed a high selectivity for Pb2+ and Hg2+ metal ions.

Definition

ChEBI: An aminotoluene in which the amino substituent is ortho to the methyl group.

Reactivity Profile

o-Toluidine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Emits very toxic oxides of nitrogen when heated to decomposition. Undergoes a hypergolic reaction with red fuming nitric acid [Kit and Evered, 1960, p. 239, 242].

Applications

o-Toluidine is used or applied in different circumstances. It is used the most for dye, especially for coloring hair. The other usages of o-toluidine are specific determination of glucose in blood and the most recent one, the separation of toxic metal ions, which is still in the research phase.
  • Dye
o-Toluidine has been used as a dye precursor since the 19th century, when synthetic dye was produced.In the years that followed, the aromatic amine functioned as a precursor of many dyes and pigments for consumer goods. But when the carcinogenicity of o-toluidine for animals was recognized, and that it potentiality could be carcinogenic for humans, the production of o-toluidine and its use in dye manufacturing has been largely banned in the Western world and in many parts of the East. But there are still a few dyes that are based on this compound. The most known compounds are petroleum products and yellow organic pigments. It is also an essential compound in the production of 4-chloro-o-toluidine and 4-amino-2′,3-dimethylazobenzene, which are also dyes.

Overview

o-Toluidine (ortho-toluidine) is an organic compound with the chemical formula C7H9N.o-Toluidine is primarily used in the manufacture of dyes. o-Toluidine is highly toxic to humans when absorbed through the skin, inhaled as vapor, or swallowed. Acute (short-term) exposure of humans to o-toluidine affects the blood (i.e., methemoglobinemia), with clinical signs of central nervous system depression. The chronic (long-term) effects in workers exposed to o-toluidine include anemia, anorexia, weight loss, skin lesions, central nervous system depression, cyanosis, and methemoglobinemia. Animal studies indicate that chronic exposure to o-toluidine causes effects on the spleen, liver, urinary bladder, and blood. Occupational exposure to dyestuffs (including o-toluidine) is associated with an increased risk of bladder cancer. 2-Methylaniline hydrochloride (the hydrochloride salt of o-toluidine) was carcinogenic in rats and mice. o-Toluidine has been classified by EPA as a Group B2, probable human carcinogen.

Identification

Determination in air: analysis by silica adsorption, propyl alcohol treatment and gas chromatography.

Uses

It was used in determination of glucose in biological materials.It was used as precursor in the synthesis of poly(o-toluidine) and copper nanoparticle composite material.

Uses

A carcinogenic and toxic aromatic amine contained in hair dye, henna and dyed hair samples.

95-53-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Supelco (48035)  o-Toluidinesolution  2000 μg/mL in methanol, analytical standard 95-53-4 000000000000048035 449.28CNY Detail
Sigma-Aldrich (89610)  o-Toluidine  purum p.a., ≥99.5% (GC) 95-53-4 89610-500ML 1,181.70CNY Detail
Sigma-Aldrich (89610)  o-Toluidine  purum p.a., ≥99.5% (GC) 95-53-4 89610-100ML 449.28CNY Detail
Sigma-Aldrich (45979)  o-Toluidine  analytical standard 95-53-4 45979-250MG 157.95CNY Detail
Alfa Aesar (A13602)  o-Toluidine, 99%    95-53-4 5000g 1589.0CNY Detail
Alfa Aesar (A13602)  o-Toluidine, 99%    95-53-4 1000g 398.0CNY Detail
Alfa Aesar (A13602)  o-Toluidine, 99%    95-53-4 250g 184.0CNY Detail

95-53-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name o-toluidine

1.2 Other means of identification

Product number -
Other names o-Toluidin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. The principal commercial use of o-toluidine is in the manufacture of dyes. It is also used in the manufacture of rubber vulcanization accelerators, hypnotic and anesthetic pharmaceuticals, and pesticides.
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:95-53-4 SDS

95-53-4Synthetic route

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With hydrogen; palladium In methanol at 25℃; under 2327.2 Torr; for 1.5h;100%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃;100%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; under 760 Torr; Rate constant;100%
1-azido-2-methyl-benzene
31656-92-5

1-azido-2-methyl-benzene

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With aluminum oxide; sodium formate; potassium hydroxide In neat (no solvent) for 1h; Milling;100%
With hydrogen; MCM-silylamine Pd(II) In methanol at 20℃; for 1h; Reduction;94%
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 3h; Ambient temperature;90%
N,2-dimethylaniline
611-21-2

N,2-dimethylaniline

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;100%
Multi-step reaction with 2 steps
1: hydrogen; nickel / 300 - 330 °C
2: hydrogen; reduced nickel / 200 °C
View Scheme
2-methylphenylhydroxamic acid
17512-73-1

2-methylphenylhydroxamic acid

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen rearrangement;99%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen Rearrangement;99%
Stage #1: 2-methylphenylhydroxamic acid With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 2h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;
71%
Stage #1: 2-methylphenylhydroxamic acid With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 0.0833333h;
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 20h;96%
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;92%
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 12h;88%
2,2'-dimethylazobenzene
584-90-7

2,2'-dimethylazobenzene

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With ammonium acetate; zinc In methanol at 20℃; for 0.05h;95%
With formic acid; zinc In methanol at 20℃; for 0.1h;94%
With ammonium formate; nickel In methanol at 20℃; for 0.1h;94%
trans-di-o-tolyl-diazene
584-90-7

trans-di-o-tolyl-diazene

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With nickel; hydrazinium monoformate In methanol for 0.1h; Heating;94%
2'-methylformanilide
94-69-9

2'-methylformanilide

A

methanol
67-56-1

methanol

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With potassium phosphate; C29H55FeNOP2; hydrogen In tetrahydrofuran at 110℃; under 15001.5 Torr; for 3h; Catalytic behavior;A n/a
B 94%
With C24H38Cl2N3PRu; potassium tert-butylate; hydrogen In isopropyl alcohol at 110℃; under 30402 Torr; for 30h; Autoclave; Glovebox;
o-aminoazotoluene
97-56-3

o-aminoazotoluene

A

o-toluidine
95-53-4

o-toluidine

B

2-methyl-p-phenylenediamine
95-70-5

2-methyl-p-phenylenediamine

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 0.2h;A 93%
B 92%
With zinc; hydrazinium monoformate In methanol for 0.2h; Heating;A n/a
B 92%
With ammonium formate; magnesium In methanol at 20℃; for 0.25h;A n/a
B 90%
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;93%
With ammonium hydroxide; caesium carbonate In acetonitrile for 8h; Reflux; Green chemistry;90%
With lithium amide; (CyPF-t-Bu)PdCl2 In 1,2-dimethoxyethane at 80℃; for 24h;81%
2-(2-trimethylsilylethyhyl)-1,2,3,4-tetrahydro-2-naphtol
101665-25-2

2-(2-trimethylsilylethyhyl)-1,2,3,4-tetrahydro-2-naphtol

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With sulfuric acid; mercury(II) oxide In tetrahydrofuran for 31h; Ambient temperature;92%
bis-(4-amino-3-methyl-phenyl)-diazene
61594-49-8

bis-(4-amino-3-methyl-phenyl)-diazene

A

o-toluidine
95-53-4

o-toluidine

B

2-methyl-p-phenylenediamine
95-70-5

2-methyl-p-phenylenediamine

Conditions
ConditionsYield
With ammonium acetate; zinc In methanol at 20℃; for 0.0833333h;A n/a
B 92%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 14h;92%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;87%
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;86%
N-(tert-butoxycarbonyl)-o-toluidine
74965-31-4

N-(tert-butoxycarbonyl)-o-toluidine

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 70 - 72℃; for 1h;92%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

o-toluidine
95-53-4

o-toluidine

B

N,N'-Di-o-tolyl-diazene N-oxide
956-31-0, 51284-68-5, 116723-89-8

N,N'-Di-o-tolyl-diazene N-oxide

Conditions
ConditionsYield
With ammonium chloride; zinc In water at 80℃; for 24h; Catalytic behavior; Inert atmosphere;A 5%
B 91%
With copper(l) iodide; sodium methylate In methanol; 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 12h; Inert atmosphere;A 15%
B n/a
With sodium tetrahydroborate In water at 50℃; for 1h; Catalytic behavior; Reagent/catalyst; chemoselective reaction;
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

2,2'-dimethylazobenzene
584-90-7

2,2'-dimethylazobenzene

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With hydrogen; trans-Pdpy2Cl2 In ethanol at 30℃; for 6h; Product distribution; Mechanism; Kinetics; further reagent, further catalyst, further reaction times; induction period of the reduction;A 3.5%
B 90%
With isopropyl alcohol; sodium hydroxide at 80℃; for 65h; Schlenk technique; Inert atmosphere; Green chemistry;
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With 40% potassium fluoride/alumina at 85℃; for 0.0666667h; Microwave irradiation; Neat (no solvent);90%
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;77%
With 2-[3,5-bis(trifluoromethyl)phenyl]-5,5-dimethyl-1,3,2-dioxaborinane; scandium tris(trifluoromethanesulfonate) In butan-1-ol for 40h; Reflux; Inert atmosphere; Schlenk technique;80 %Chromat.
ammonium hydroxide
1336-21-6

ammonium hydroxide

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With copper(l) iodide In water at 200℃; for 2h; Autoclave;90%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2,5-hexanedione
110-13-4

2,5-hexanedione

A

2,5-dimethyl-1-o-tolyl-1H-pyrrole
32570-09-5

2,5-dimethyl-1-o-tolyl-1H-pyrrole

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With formic acid for 12h; Autoclave; Inert atmosphere; Green chemistry;A 90%
B 9.9%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

2,2'-dimethylazobenzene
584-90-7

2,2'-dimethylazobenzene

B

o-toluidine
95-53-4

o-toluidine

C

N,N'-Di-o-tolyl-diazene N-oxide
956-31-0, 51284-68-5, 116723-89-8

N,N'-Di-o-tolyl-diazene N-oxide

Conditions
ConditionsYield
With hydrazine hydrate; nickel(II) nitrate; zinc In tert-butyl alcohol for 0.666667h; Heating;A 2 % Chromat.
B 20%
C 89%
With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 5h; Heating;A 6%
B 28%
C 20 % Chromat.
1-O-tolyl-ethanol
7287-82-3

1-O-tolyl-ethanol

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With sodium azide; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;89%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 12h;89%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

2,2'-dimethyldiphenylamine
617-00-5

2,2'-dimethyldiphenylamine

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With C28H30Cl5N3Pd; ammonia; lithium isopropoxide; sodium t-butanolate In 1,4-dioxane at 100℃; for 2h; Inert atmosphere; Schlenk technique;A n/a
B 88%
With lithium amide; (CyPF-t-Bu)PdCl2 In 1,2-dimethoxyethane at 80℃; for 24h;A n/a
B 70%
Stage #1: 2-methylchlorobenzene With lithium amide; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 80℃; for 24h; Sealed vial;
Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h;
Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;
A n/a
B 70%
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

A

ethanol
64-17-5

ethanol

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With hydrogen In toluene at 160℃; under 45004.5 Torr; for 15h; Catalytic behavior; Autoclave;A 89 %Chromat.
B 88%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

A

2,2'-dimethyldiphenylamine
617-00-5

2,2'-dimethyldiphenylamine

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
Stage #1: 2-methylphenyl bromide With ammonia; sodium t-butanolate; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 90℃; under 4137.29 - 10343.2 Torr; for 24h;
Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h;
Stage #3: In 1,2-dimethoxyethane; water Product distribution / selectivity;
A n/a
B 86%
Stage #1: 2-methylphenyl bromide With lithium amide; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 80℃; for 24h; Sealed vial;
Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h;
Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;
A n/a
B 86%
With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere;A n/a
B 71%
With ((+/-)-binap)Ni[P(OPh)3]2; ammonia; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In 1,4-dioxane at 120℃; for 18h; Sealed tube;A n/a
B 66%
1-Amino-4,6-diphenyl-1,2-dihydropyridine-2-thione
70965-50-3

1-Amino-4,6-diphenyl-1,2-dihydropyridine-2-thione

2-Methyl-N-o-tolyl-benzimidoyl chloride

2-Methyl-N-o-tolyl-benzimidoyl chloride

A

5,7-Diphenyl-2-o-tolyl-[1,3,4]thiadiazolo[3,2-a]pyridin-4-ylium; chloride
84900-99-2

5,7-Diphenyl-2-o-tolyl-[1,3,4]thiadiazolo[3,2-a]pyridin-4-ylium; chloride

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
In 1,4-dioxane for 4h; Ambient temperature;A 85%
B n/a
Ru(CO)2{C(O)N(O-MeC6H4)O}(1,2-bis(diphenylphosphino)ethane)

Ru(CO)2{C(O)N(O-MeC6H4)O}(1,2-bis(diphenylphosphino)ethane)

A

[1,2-bis(diphenylphosphino)ethane]tricarbonylruthenium
58201-22-2

[1,2-bis(diphenylphosphino)ethane]tricarbonylruthenium

B

Ru(CO)2{C(O)OCH3}2((C6H5)2PCH2)2

Ru(CO)2{C(O)OCH3}2((C6H5)2PCH2)2

C

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With carbon monoxide; MeOH In not given byproducts: CO2; 25°C, 3 days;A 40%
B 50%
C 85%
With carbon monoxide; MeOH In not given byproducts: CO2; 65°C,4 h;A 40%
B 50%
C 85%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With ammonium sulfate; C39H45FeNNiP2; sodium t-butanolate In 2-methyltetrahydrofuran at 100℃; for 7h; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox; Autoclave;84%
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 15h; Microwave irradiation;83%
With C46H71Cl3N2Pd; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 2h; Inert atmosphere; Schlenk technique;75%
2-(o-aminobenzyl)-4-phenyl-6-methyl-1,2,3,4-tetrahydroisoquinoline dihydrochloride
133390-40-6

2-(o-aminobenzyl)-4-phenyl-6-methyl-1,2,3,4-tetrahydroisoquinoline dihydrochloride

A

6-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; hydrochloride
133390-41-7

6-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; hydrochloride

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol; diethyl ether at 50℃; for 5h; Product distribution; other tetrahydroisoquinolines, other reagents; var. solvent, var. times and temp.;A 84%
B n/a
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
Stage #1: ortho-methylbenzoic acid With trifluorormethanesulfonic acid; trimethylsilylazide In chloroform at 90℃; for 0.0566667h; Schmidt Reaction; Flow reactor;
Stage #2: With water In methanol; chloroform at 20℃; Schmidt Reaction; Flow reactor;
83%
With thionyl chloride; hydroxylamine-O-sulfonic acid 1) 1h, reflux, 2) toluene, 4h, reflux; Yield given. Multistep reaction;
Multi-step reaction with 3 steps
1: phosphorus pentachloride / 120 °C
3: sodium hypobromite; water / >5 / man erhitzt nach Zufuegen von starker Natronlauge erst auf 75grad, dann zum Kochen
View Scheme
Multi-step reaction with 2 steps
1.1: 1,1'-carbonyldiimidazole / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere
1.2: 18 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / dimethyl sulfoxide / 3 h / 90 °C
2.2: 0.08 h / 20 °C
View Scheme
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

o-toluidine
95-53-4

o-toluidine

(E)-(thien-2-yl)-N-(o-tolyl)methanimine
18209-98-8

(E)-(thien-2-yl)-N-(o-tolyl)methanimine

Conditions
ConditionsYield
In toluene at 20℃; Inert atmosphere; Schlenk technique; Molecular sieve;100%
Benzyl isothiocyanate
622-78-6

Benzyl isothiocyanate

o-toluidine
95-53-4

o-toluidine

N-benzyl-N'-(2-methylphenyl)thiourea
40288-37-7

N-benzyl-N'-(2-methylphenyl)thiourea

Conditions
ConditionsYield
In hexane for 16h; Reflux;100%
benzaldehyde
100-52-7

benzaldehyde

o-toluidine
95-53-4

o-toluidine

N-benzylidene-2-methylaniline
5877-55-4, 34143-86-7

N-benzylidene-2-methylaniline

Conditions
ConditionsYield
With aluminum oxide for 5h; Milling;100%
sodium hydrogen sulfate; silica gel at 52 - 54℃; for 0.0152778h; microwave irradiation;92%
With 4 A molecular sieve In benzene at 20℃; for 23h;76%
salicylaldehyde
90-02-8

salicylaldehyde

o-toluidine
95-53-4

o-toluidine

N-salicylidene-o-methylaniline
3246-73-9

N-salicylidene-o-methylaniline

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
In ethanol at 20℃; for 0.166667h;82%
In methanol for 5h; Reflux;78%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

o-toluidine
95-53-4

o-toluidine

2-methyl-N-methanesulfonyl benzenamine
7022-17-5

2-methyl-N-methanesulfonyl benzenamine

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 1 - 1.25h; Product distribution / selectivity;100%
β‐cyclodextrin In water; acetone at 20℃; for 0.666667h;90%
With pyridine In dichloromethane at 20℃; for 3h;76%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

o-toluidine
95-53-4

o-toluidine

2-bromo-N-(2'-methylphenyl)acetamide
5332-69-4

2-bromo-N-(2'-methylphenyl)acetamide

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 24h;100%
With sodium carbonate In water pH=9 - 10;99%
With potassium carbonate In dichloromethane; water at 0℃; for 1h;98%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

o-toluidine
95-53-4

o-toluidine

N-o-tolyl-benzenesulfonamide
18457-86-8

N-o-tolyl-benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 3h;100%
86%
With pyridine for 4h; Heating;81%
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

o-toluidine
95-53-4

o-toluidine

picryl-o-tolyl-amine
7616-99-1

picryl-o-tolyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃;100%
2-chloro-6-methylbenzo[d]thiazole
3507-26-4

2-chloro-6-methylbenzo[d]thiazole

o-toluidine
95-53-4

o-toluidine

2-o-tolylimino-6-methylbenzothiazoline
78073-02-6

2-o-tolylimino-6-methylbenzothiazoline

Conditions
ConditionsYield
at 120 - 140℃; for 2h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

o-toluidine
95-53-4

o-toluidine

N-(tert-butoxycarbonyl)-o-toluidine
74965-31-4

N-(tert-butoxycarbonyl)-o-toluidine

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) at 30 - 33℃; for 0.5h;100%
With lanthanum(III) nitrate at 20℃; for 0.0333333h;100%
With sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite at 20℃; for 0.25h; Neat (no solvent);97%
1,5-diethoxy-1,5-diphenylpenta-2,4-dienylium perchlorate

1,5-diethoxy-1,5-diphenylpenta-2,4-dienylium perchlorate

o-toluidine
95-53-4

o-toluidine

1,5-di-1,5-diphenylpenta-2,4-dienylium perchlorate

1,5-di-1,5-diphenylpenta-2,4-dienylium perchlorate

Conditions
ConditionsYield
With acetic acid for 0.166667h;100%
oxalyl dichloride
79-37-8

oxalyl dichloride

o-toluidine
95-53-4

o-toluidine

N,N'-bis(o-tolyl)oxamide
3299-62-5

N,N'-bis(o-tolyl)oxamide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 0℃;100%
With triethylamine at 20℃; Glovebox;100%
In tetrahydrofuran at 0 - 20℃; for 1h;98%
2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

o-toluidine
95-53-4

o-toluidine

1-o-Tolyl-3-(2-vinyloxy-ethyl)-thiourea

1-o-Tolyl-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
at 40℃;100%
Isovaleronitrile
625-28-5

Isovaleronitrile

o-toluidine
95-53-4

o-toluidine

2-isopentanoyl-6-methylaniline
205995-99-9

2-isopentanoyl-6-methylaniline

Conditions
ConditionsYield
Stage #1: Isovaleronitrile; o-toluidine With boron trichloride In toluene at 20℃; for 1h; Addition;
Stage #2: With aluminium trichloride In acetonitrile for 5h; Rearrangement; Heating;
Stage #3: With hydrogenchloride In acetonitrile for 2.5h; Hydrolysis; Heating;
100%
o-toluidine
95-53-4

o-toluidine

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

5,6-dihydro-N-(2-methyl)phenyl-2-trifluoromethyl-1,4-dioxin-3-carboxamide

5,6-dihydro-N-(2-methyl)phenyl-2-trifluoromethyl-1,4-dioxin-3-carboxamide

Conditions
ConditionsYield
Stage #1: trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride With pyridine; polystyrene-bound 4-hydroxy-3-nitrobenzophenone In dichloromethane at 20℃; for 24h; Acylation;
Stage #2: o-toluidine With triethylamine In acetonitrile for 5h; Acylation; Heating;
100%
o-toluidine
95-53-4

o-toluidine

5-bromo-10,20-diphenylporphyrinatonickel(II)

5-bromo-10,20-diphenylporphyrinatonickel(II)

C39H27N5(2-)*Ni(2+)

C39H27N5(2-)*Ni(2+)

Conditions
ConditionsYield
With 18-crown-6 ether; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In tetrahydrofuran at 68℃; for 3h;100%
propyl cyanide
109-74-0

propyl cyanide

o-toluidine
95-53-4

o-toluidine

N-butyl-2-methylaniline
7277-86-3

N-butyl-2-methylaniline

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;100%
2,4-dinitrophenyl 2,4,6-trinitrophenyl ether
5950-87-8

2,4-dinitrophenyl 2,4,6-trinitrophenyl ether

o-toluidine
95-53-4

o-toluidine

picryl-o-tolyl-amine
7616-99-1

picryl-o-tolyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃;100%
In acetonitrile at 25℃; Equilibrium constant; Kinetics; Further Variations:; title comp. concentration;
ethyl bromoacetate
105-36-2

ethyl bromoacetate

o-toluidine
95-53-4

o-toluidine

N-(2-methylphenyl)glycine ethyl ester
69825-49-6

N-(2-methylphenyl)glycine ethyl ester

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran for 24h; Reflux;100%
With sodium acetate In ethanol at 85 - 90℃;99%
With silica gel at 20℃; for 0.133333h; microwave irradiation;
furfural
98-01-1

furfural

o-toluidine
95-53-4

o-toluidine

N-(2-furylmethylidene)-2-methylaniline

N-(2-furylmethylidene)-2-methylaniline

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
With toluene-4-sulfonic acid In diethyl ether at 20℃; Molecular sieve; Inert atmosphere;100%
With 4 A molecular sieve In benzene at 20℃; for 22h;76%
2-(1H-pyrrol-1-yl)benzaldehyde
31739-56-7

2-(1H-pyrrol-1-yl)benzaldehyde

o-toluidine
95-53-4

o-toluidine

N-(2-methylphenyl)-(2-(pyrrol-1-yl)phenylmethylen)amine

N-(2-methylphenyl)-(2-(pyrrol-1-yl)phenylmethylen)amine

Conditions
ConditionsYield
at 20℃;100%
N,N'-dimethylbenzylamine
103-83-3

N,N'-dimethylbenzylamine

palladium diacetate
3375-31-3

palladium diacetate

o-toluidine
95-53-4

o-toluidine

bisacetato-N,N-dimethylbenzylamine-o-toluidinepalladium(II)
93916-94-0

bisacetato-N,N-dimethylbenzylamine-o-toluidinepalladium(II)

Conditions
ConditionsYield
In dichloromethane o-toluidine in CH2Cl2 was added dropwise to Pd acetate in CH2Cl2, stirring for 5 min, Me2NCH2C6H5 in CH2Cl2 was added, stirring for 10 min; evapn., stirring with light petroleum, filtration; elem. anal.;100%
(C5H5)Mo(NO)(CHC(CH3)3)(C5H5N)

(C5H5)Mo(NO)(CHC(CH3)3)(C5H5N)

o-toluidine
95-53-4

o-toluidine

(C5H5)Mo(NO)(CH2C(CH3)3)(NHC6H4CH3)

(C5H5)Mo(NO)(CH2C(CH3)3)(NHC6H4CH3)

Conditions
ConditionsYield
In benzene-d6 air and H2O free atmosphere, NMR tube; room temp. (1 week); detd. by (1)H NMR spectroscopy;100%
iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

o-toluidine
95-53-4

o-toluidine

N-benzoyl-2-methylaniline
584-70-3

N-benzoyl-2-methylaniline

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 100℃; under 750.075 Torr; for 8h; Schlenk technique; Inert atmosphere;100%
With palladium diacetate; triethylamine In water at 100℃; under 5171.62 Torr; for 8h; Autoclave;92%
With 1%Pd/SiO2; potassium carbonate In neat (no solvent) at 80℃; for 24h; Sealed tube; Green chemistry;99 %Spectr.
2,4,6-trinitrophenyl phenyl ether
6973-40-6

2,4,6-trinitrophenyl phenyl ether

o-toluidine
95-53-4

o-toluidine

picryl-o-tolyl-amine
7616-99-1

picryl-o-tolyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%
1-(4-nitrophenoxy)-2,4,6-trinitrobenzene
10242-31-6

1-(4-nitrophenoxy)-2,4,6-trinitrobenzene

o-toluidine
95-53-4

o-toluidine

picryl-o-tolyl-amine
7616-99-1

picryl-o-tolyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%
2-nitrophenyl 2,4,6-trinitrophenyl ether
10242-30-5

2-nitrophenyl 2,4,6-trinitrophenyl ether

o-toluidine
95-53-4

o-toluidine

picryl-o-tolyl-amine
7616-99-1

picryl-o-tolyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%

Please post your buying leads,so that our qualified suppliers will soon contact you!

*Required Fields