o-Toluidine supplier | CasNO.95-53-4

Name
o-Toluidine
EINECS 202-429-0
CAS No. 95-53-4
Article Data557
CAS DataBase
Density 0.992 g/cm³
Solubility 1.5 g/100 mL (25 °C) in water
Melting Point -23 °C
Formula C₇H₉N
Boiling Point 200.4 °C at 760 mmHg
Molecular Weight 107.155
Flash Point 84 °C
Transport Information UN 2920 8/PG 1
Appearance Light beige purple liquid
Safety 53-45-61-36/37/39-26-36/37-16-7
Risk Codes 45-23/25-36-50-35-20/22-10-39/23/24/25-23/24/25-11
Molecular Structure
Hazard Symbols T, N, F
Synonyms NSC 15348;o-Aminotoluene;o-Methylaniline;o-Methylbenzenamine;o-Tolylamine;o-Toluidine(8CI);1-Amino-2-methylbenzene;2-Amino-1-methylbenzene;2-Aminotoluene;2-Methyl-1-aminobenzene;2-Methylaniline;2-Methylbenzenamine;2-Methylphenylamine;2-Tolylamine;
PSA 26.02000
LogP 2.15840

Synthetic route

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

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 31656-92-5
1-azido-2-methyl-benzene

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 611-21-2
N,2-dimethylaniline

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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

: 17512-73-1
2-methylphenylhydroxamic acid

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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;

: 95-46-5
2-methylphenyl bromide

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 584-90-7
2,2'-dimethylazobenzene

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 584-90-7
trans-di-o-tolyl-diazene

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With nickel; hydrazinium monoformate In methanol for 0.1h; Heating;	94%

: 94-69-9
2'-methylformanilide

A: 67-56-1
methanol

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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;

: 97-56-3
o-aminoazotoluene

A: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

: 615-37-2
ortho-methylphenyl iodide

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 101665-25-2
2-(2-trimethylsilylethyhyl)-1,2,3,4-tetrahydro-2-naphtol

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) oxide In tetrahydrofuran for 31h; Ambient temperature;	92%

: 61594-49-8
bis-(4-amino-3-methyl-phenyl)-diazene

A: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
With ammonium acetate; zinc In methanol at 20℃; for 0.0833333h;	A n/a B 92%

: 16419-60-6
2-Methylphenylboronic acid

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

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

: 95-53-4
o-toluidine

Conditions

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

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

A: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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;

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

A: 584-90-7
2,2'-dimethylazobenzene

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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;

: 120-66-1
N-(2-methylphenyl)acetamide

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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.

: 1336-21-6
ammonium hydroxide

: 95-46-5
2-methylphenyl bromide

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With copper(l) iodide In water at 200℃; for 2h; Autoclave;	90%

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

: 110-13-4
2,5-hexanedione

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

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With formic acid for 12h; Autoclave; Inert atmosphere; Green chemistry;	A 90% B 9.9%

...Expand

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

A: 584-90-7
2,2'-dimethylazobenzene

B: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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.

...Expand

: 7287-82-3
1-O-tolyl-ethanol

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 95-49-8
2-methylchlorobenzene

A: 617-00-5
2,2'-dimethyldiphenylamine

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 120-66-1
N-(2-methylphenyl)acetamide

A: 64-17-5
ethanol

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With hydrogen In toluene at 160℃; under 45004.5 Torr; for 15h; Catalytic behavior; Autoclave;	A 89 %Chromat. B 88%

: 95-46-5
2-methylphenyl bromide

A: 617-00-5
2,2'-dimethyldiphenylamine

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 70965-50-3
1-Amino-4,6-diphenyl-1,2-dihydropyridine-2-thione

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

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

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
In 1,4-dioxane for 4h; Ambient temperature;	A 85% B n/a

...Expand

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

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

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

C: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

...Expand

: 95-49-8
2-methylchlorobenzene

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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%

: 133390-40-6
2-(o-aminobenzyl)-4-phenyl-6-methyl-1,2,3,4-tetrahydroisoquinoline dihydrochloride

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

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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

: 118-90-1
ortho-methylbenzoic acid

: 95-53-4
o-toluidine

Conditions

Conditions	Yield
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

: 98-03-3
thiophene-2-carbaldehyde

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
In toluene at 20℃; Inert atmosphere; Schlenk technique; Molecular sieve;	100%

: 622-78-6
Benzyl isothiocyanate

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
In hexane for 16h; Reflux;	100%

: 100-52-7
benzaldehyde

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

: 90-02-8
salicylaldehyde

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h; Inert atmosphere;	100%
In ethanol at 20℃; for 0.166667h;	82%
In methanol for 5h; Reflux;	78%

: 124-63-0
methanesulfonyl chloride

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

: 598-21-0
2-Bromoacetyl bromide

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

: 98-09-9
benzenesulfonyl chloride

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 3h;	100%
	86%
With pyridine for 4h; Heating;	81%

: 88-88-0
2,4,6-trinitrochlorobenzene

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
In acetonitrile at 25℃;	100%

: 3507-26-4
2-chloro-6-methylbenzo[d]thiazole

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
at 120 - 140℃; for 2h;	100%

: 24424-99-5
di-tert-butyl dicarbonate

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
With acetic acid for 0.166667h;	100%

: 79-37-8
oxalyl dichloride

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane at 0℃;	100%
With triethylamine at 20℃; Glovebox;	100%
In tetrahydrofuran at 0 - 20℃; for 1h;	98%

: 59565-09-2
2-(vinyloxy)ethyl isothiocyanate

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
at 40℃;	100%

: 625-28-5
Isovaleronitrile

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

: 95-53-4
o-toluidine

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

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

Conditions

Conditions	Yield
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%

: 95-53-4
o-toluidine

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

: C39H27N5(2-)*Ni(2+)

Conditions

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

: 109-74-0
propyl cyanide

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;	100%

: 5950-87-8
2,4-dinitrophenyl 2,4,6-trinitrophenyl ether

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
In acetonitrile at 25℃;	100%
In acetonitrile at 25℃; Equilibrium constant; Kinetics; Further Variations:; title comp. concentration;

: 105-36-2
ethyl bromoacetate

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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;

: 98-01-1
furfural

: 95-53-4
o-toluidine

: N-(2-furylmethylidene)-2-methylaniline

Conditions

Conditions	Yield
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%

: 31739-56-7
2-(1H-pyrrol-1-yl)benzaldehyde

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
at 20℃;	100%

: 103-83-3
N,N'-dimethylbenzylamine

: 3375-31-3
palladium diacetate

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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%

...Expand

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

: 95-53-4
o-toluidine

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

Conditions

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

: 591-50-4
iodobenzene

: 201230-82-2
carbon monoxide

: 95-53-4
o-toluidine

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

Conditions

Conditions	Yield
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.

...Expand

: 6973-40-6
2,4,6-trinitrophenyl phenyl ether

: 95-53-4
o-toluidine

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

Conditions

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

: 10242-31-6
1-(4-nitrophenoxy)-2,4,6-trinitrobenzene

: 95-53-4
o-toluidine

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

Conditions

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

: 10242-30-5
2-nitrophenyl 2,4,6-trinitrophenyl ether

: 95-53-4
o-toluidine

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

Conditions

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

o-Toluidine Specification

The o-Toluidine, with the cas registry number 95-53-4, has the IUPAC name of 2-methylaniline. This is a kind of light yellow to light amber chemical, with the product categories including Intermediates of Dyes and Pigments; Azo dye; Amines; Aromatics; Mutagenesis Research Chemicals. Besides, it is slightly soluble in water and soluble in ethanol and ethyl ether, and is incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.

The characteristics of this chemical are as follows: (1)ACD/LogP: 1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 1.4; (5)ACD/BCF (pH 5.5): 6.23; (6)ACD/BCF (pH 7.4): 6.77; (7)ACD/KOC (pH 5.5): 125.77; (8)ACD/KOC (pH 7.4): 136.81; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.02; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 35.31 cm³; (15)Molar Volume: 107.9 cm³; (16)Polarizability: 13.99 ×10^-24 cm³; (17)Surface Tension: 39.5 dyne/cm; (18)Density: 0.992 g/cm³; (19)Flash Point: 84 °C; (20)Enthalpy of Vaporization: 43.66 kJ/mol; (21)Boiling Point: 200.4 °C at 760 mmHg; (22)Vapour Pressure: 0.325 mmHg at 25°C; (23)Exact Mass: 107.073499; (24)MonoIsotopic Mass: 107.073499; (25)Topological Polar Surface Area: 26; (26)Heavy Atom Count: 8; (27)Formal Charge: 0; (28)Complexity: 70.8.

The production method of this chemical is as below: go through the catalytic hydrogenation and reduction of ortho-nitrotoluene to get this chemical. And if you use the hydrogenation catalyst of copper (Cu), the reaction temperature is 260 °C, and you could also use the nickel catalyzator.

As to its usage, it is widely applied in many ways. It could be used as the intermediate of pigment, pesticide, pharmaceutic and organic synthesis; It could be used as the analysis reagent.

When you are dealing with this chemical, you should be very careful and then take some measures to protect yourself. For one thing, it is toxic which could at low levels cause damage to health. It will have danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. Besides, it may cause cancer. For another thing, it is dangerous for the environment which may present an immediate or delayed danger to one or more components of the environment. This is very toxic to aquatic organisms. In addition, it is highly flammable which may catch fire in contact with air, only needing brief contact with an ignition source, and its has a very low flash point or evolve highly flammable gases in contact with water.

Due to so many dangers, you should take the following instructions to protect yourself. Wear suitable protective clothing, gloves and eye/face protection. If iin case of accident or if you feel unwell seek medical advice immediately (show the label where possible), and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, avoid exposure - obtain special instructions before use. And while keeping it, keep container tightly closed, away from sources of ignition - No smoking. Lastly, remember not to release to the environment, and you could also refer to special instructions/safety data sheet.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC1=CC=CC=C1N
(2)InChI: InChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3
(3)InChIKey: RNVCVTLRINQCPJ-UHFFFAOYSA-N

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	150mg/kg (150mg/kg)	BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 49, 1941.
frog	LDLo	oral	151mg/kg (151mg/kg)	BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 49, 1941.
mammal (species unspecified)	LD50	oral	1700mg/kg (1700mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
man	TCLo	inhalation	25mg/m3 (25mg/m3)	KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED KIDNEY, URETER, AND BLADDER: HEMATURIA BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(8), Pg. 7, 1970.
mouse	LD50	intraperitoneal	150mg/kg (150mg/kg)		National Technical Information Service. Vol. AD691-490,
mouse	LD50	oral	520mg/kg (520mg/kg)	BLOOD: NORMOCYTIC ANEMIA BLOOD: PIGMENTED OR NUCLEATED RED BLLOD CELLS BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 155, 1982.
rabbit	LD50	oral	840mg/kg (840mg/kg)	BLOOD: NORMOCYTIC ANEMIA BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN BLOOD: PIGMENTED OR NUCLEATED RED BLLOD CELLS	IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 155, 1982.
rabbit	LD50	skin	3250uL/kg (3.25mL/kg)		American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat	LC50	inhalation	862ppm/4H (862ppm)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: CYANOSIS	National Technical Information Service. Vol. OTS0570956,
rat	LD50	oral	670mg/kg (670mg/kg)	BLOOD: NORMOCYTIC ANEMIA BLOOD: PIGMENTED OR NUCLEATED RED BLLOD CELLS BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 155, 1982.

Product Name

o-Toluidine

Synthetic route

o-Toluidine Specification

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