Product Name

  • Name

    p-Toluidine

  • EINECS 203-403-1
  • CAS No. 106-49-0
  • Article Data927
  • CAS DataBase
  • Density 0.992 g/cm3
  • Solubility 1.1 g/100 mL in water
  • Melting Point 43 ºC
  • Formula C7H9N
  • Boiling Point 197.4 ºC at 760 mmHg
  • Molecular Weight 107.155
  • Flash Point 84.5 ºC
  • Transport Information UN 3451 6.1/PG 2
  • Appearance white lustrous plates or leaflets with an amine odour
  • Safety 28-36/37-45-61-28A
  • Risk Codes 23/24/25-36-40-43-50
  • Molecular Structure Molecular Structure of 106-49-0 (p-Toluidine)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms 1-Amino-4-methylbenzene;4-Aminotoluene;4-Methyl-1-aminobenzene;4-Methylaniline;4-Methylbenzenamine;4-Methylphenylamine;4-Toluidine;4-Tolylamine;Benzenamine,4-methyl-;C.I. Azoic Coupling Component 107;Naphthol AS-KG;Naphtol AS-KG;Naphtol AS-KGLL;p-Aminotoluene;p-Methylaniline;p-Methylbenzenamine;p-Methylphenylamine;p-Tolylamine;DHET;Para Toluidine;
  • PSA 26.02000
  • LogP 2.15840

Synthetic route

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.5h; Inert atmosphere;100%
With hydrazine hydrate In ethanol; water at 80℃; for 1h; chemoselective reaction;100%
With sodium tetrahydroborate In ethanol; water at 39.84℃; for 2h; Reagent/catalyst;100%
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.5h; Inert atmosphere;100%
With hydrogen In ethanol at 80℃; under 2250.23 Torr; for 5h; Catalytic behavior; Inert atmosphere;95%
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube;51%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.75h; Inert atmosphere;100%
With palladium 10% on activated carbon; ammonium formate In ethanol at 100℃; for 24h; Reagent/catalyst;90%
Stage #1: 4-nitrobenzaldehdye With hydrazine hydrate at 135℃; for 3h;
Stage #2: With potassium hydroxide at 135℃; for 24h;
63%
With hydrogen In ethanol; water at 25℃; under 750.075 Torr; for 4h; Schlenk technique;
N-(tert-butoxycarbonyl)-4-methylaniline
14618-59-8

N-(tert-butoxycarbonyl)-4-methylaniline

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With water at 100℃; for 10h; Inert atmosphere;99%
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 70 - 72℃; for 1h;98%
With Montmorillonite K10 In dichloromethane for 2h; deacylation; Heating;97%
With water at 150℃; for 4h; Subcritical conditions;88%
With zinc(II) iodide In toluene at 120℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Glovebox;
2-oxo-2-phenylethyl p-tolylcarbamate

2-oxo-2-phenylethyl p-tolylcarbamate

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 3h; Sealed tube; Irradiation; Inert atmosphere;99%
p-methylazidobenzene
2101-86-2

p-methylazidobenzene

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With butyltriphenylphosphonium tetrahydroborate In dichloromethane at 20℃; for 0.266667h;98%
With iron(III) chloride; sodium iodide In acetonitrile at 20℃; for 0.166667h;97%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.0833333h; Ambient temperature;97%
para-bromotoluene
106-38-7

para-bromotoluene

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 15h;98%
Stage #1: para-bromotoluene With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 9h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether
93%
With ammonium hydroxide In neat (no solvent) at 60℃; for 8h;93%
N-(4-methylphenyl)formamide
3085-54-9

N-(4-methylphenyl)formamide

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 65 - 70℃; for 1h;98%
With sodium hydroxide; water In 1,4-dioxane at 70℃; Kinetics; Thermodynamic data; isotope effect (D2O); ΔH(excit.), ΔS(excit.);
With sodium hydroxide In ethanol; water at 40℃; Kinetics;
4-Methylacetanilide
103-89-9

4-Methylacetanilide

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With 40% potassium fluoride/alumina at 85℃; for 0.0666667h; Microwave irradiation; Neat (no solvent);98%
With sodium hydroxide In methanol at 80℃;92%
With pepsin immobilized on terephthalaldehyde functionalized chitosan magnetic nanoparticle In acetonitrile at 20℃; for 48h; pH=2;83%
N-hydroxy-4-methylbenzamide
2318-82-3

N-hydroxy-4-methylbenzamide

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen rearrangement;98%
With palladium diacetate; triethylamine In acetonitrile at 90℃; for 24h; Solvent; Lossen Rearrangement; Sealed tube;98%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Reagent/catalyst; Solvent; Lossen Rearrangement;98%
3-azidohomoadamantane
63534-35-0

3-azidohomoadamantane

toluene
108-88-3

toluene

A

1-(adamantan-1-ylmethyl)-4-methylbenzene
76429-91-9

1-(adamantan-1-ylmethyl)-4-methylbenzene

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With aluminium trichloride at 80℃; for 1.5h; Yields of byproduct given;A 97%
B n/a
p-tolyl triflate
29540-83-8

p-tolyl triflate

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
Stage #1: p-tolyl triflate With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; tetrabutylammomium bromide; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 6h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether
97%
Multi-step reaction with 2 steps
1: Trimethyl borate; water; trifluoroacetic acid; acetone / 15 °C / UV-irradiation; Inert atmosphere
2: sodium hydroxide / methanol / 80 °C
View Scheme
N-(p-Tolyl)carbamidsaeure-β-chlorethylester
74552-28-6

N-(p-Tolyl)carbamidsaeure-β-chlorethylester

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With ammonium chloride; zinc; hydroxycobalamine In ethanol; water at 20℃; for 15h;96%
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With sodium tetrahydroborate; titanium tetrachloride In 1,2-dimethoxyethane for 14h; Ambient temperature;96%
1,1,1-Trimethyl-N-(4-methylphenyl)-N-(trimethylsilyl)silanamine
31935-68-9

1,1,1-Trimethyl-N-(4-methylphenyl)-N-(trimethylsilyl)silanamine

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With hydrogenchloride; water In methanol at 20℃; for 1h;96%
With hydrogenchloride In diethyl ether
With hydrogenchloride In chloroform; water for 1h;23.6 mg
4-tolyl iodide
624-31-7

4-tolyl iodide

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;96%
With ammonia; triethylamine In water at 20℃; for 3.5h;96%
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; Kinetics; liquid NH3;95%
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

A

quinoline
91-22-5

quinoline

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 94%
B 96%
2-((p-toluidino)methyl)phenol
14674-88-5

2-((p-toluidino)methyl)phenol

A

p-toluidine
106-49-0

p-toluidine

B

C21H18O3

C21H18O3

Conditions
ConditionsYield
at 230℃; under 10 Torr; for 0.0833333h; Product distribution; pyrolysis without solvent;A 95%
B n/a
trifluoroacetic acid
76-05-1

trifluoroacetic acid

S,S-dimethyl-4-methylanilinosulfonium picrate

S,S-dimethyl-4-methylanilinosulfonium picrate

A

2,2,2-trifluoro-N-(4-methylphenyl)acetamide
350-96-9

2,2,2-trifluoro-N-(4-methylphenyl)acetamide

B

p-toluidine
106-49-0

p-toluidine

C

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

Conditions
ConditionsYield
at 50℃; for 5h; Elimination; acylation; retro-Pummerer reaction;A 3%
B 95%
C 67%
N-benzyl-N-(4-methylphenyl)amine
5405-15-2

N-benzyl-N-(4-methylphenyl)amine

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With ammonium formate; zinc In ethylene glycol for 0.05h; microwave irradiation;95%
3-oxo-N-(p-tolyl)butanamide
2415-85-2

3-oxo-N-(p-tolyl)butanamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide In neat (no solvent) at 120℃; for 2h;A 95%
B 90%
4'-methylbenzenesulphenanilide
14933-93-8

4'-methylbenzenesulphenanilide

A

2,7-dimethylphenazine
3236-92-8

2,7-dimethylphenazine

B

p-toluidine
106-49-0

p-toluidine

C

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With trifluoroacetic acid In benzene at 25℃;A 35%
B 55%
C 94%
7-methyl-1,2,3,4-tetrahydroquinoline
58960-03-5

7-methyl-1,2,3,4-tetrahydroquinoline

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

A

7-methylquinoline
612-60-2

7-methylquinoline

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 92%
B 94%
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With dimethylsulfide borane complex In chlorobenzene 1) 15 min, r.t. 2) 5 h, reflux;93%
1,2-di(p-tolyl)diazene
501-60-0, 21650-54-4, 30926-02-4

1,2-di(p-tolyl)diazene

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With potassium hydroxide; nickel-incorporated hexagonal mesoporous aluminophosphate In isopropyl alcohol at 82.84℃; for 1.5h;93%
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.75h; pH=2; Inert atmosphere; Irradiation;92%
With ethanol; iron; calcium chloride at 60℃; for 0.5h;92%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 12h;93%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;90%
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;90%
N-{(Z)-1,3-Diphenyl-3-[(Z)-p-tolylimino]-propenyl}-methanesulfonamide
126629-91-2

N-{(Z)-1,3-Diphenyl-3-[(Z)-p-tolylimino]-propenyl}-methanesulfonamide

A

3,5-Diphenyl-2H-1,2-thiazin-1,1-dioxid
96355-37-2

3,5-Diphenyl-2H-1,2-thiazin-1,1-dioxid

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 25℃; for 12h;A 92%
B n/a
N-{(Z)-3-Phenyl-1-p-tolyl-3-[(Z)-p-tolylimino]-propenyl}-methanesulfonamide
126629-93-4

N-{(Z)-3-Phenyl-1-p-tolyl-3-[(Z)-p-tolylimino]-propenyl}-methanesulfonamide

A

5-Phenyl-3-p-tolyl-2H-[1,2]thiazine 1,1-dioxide
126629-99-0

5-Phenyl-3-p-tolyl-2H-[1,2]thiazine 1,1-dioxide

B

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 25℃; for 12h;A 92%
B n/a
para-chlorotoluene
106-43-4

para-chlorotoluene

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 8h;92%
Stage #1: para-chlorotoluene With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 90℃; for 12h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether
90%
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 12h; Microwave irradiation;89%
furfural
98-01-1

furfural

p-toluidine
106-49-0

p-toluidine

furfurylidene-p-toluidine
13060-72-5

furfurylidene-p-toluidine

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In methanol at 20℃; for 24h;100%
In methanol at 20℃;85%
phthalic anhydride
85-44-9

phthalic anhydride

p-toluidine
106-49-0

p-toluidine

2-p-tolylisoindoline-1,3-dione
2142-03-2

2-p-tolylisoindoline-1,3-dione

Conditions
ConditionsYield
for 1h; Solid phase reaction; condensation;100%
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 80℃; for 8h;97%
In decaethylene glycol at 120℃; for 3h;97%
acetic anhydride
108-24-7

acetic anhydride

p-toluidine
106-49-0

p-toluidine

4-Methylacetanilide
103-89-9

4-Methylacetanilide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With Methylenediphosphonic acid at 20℃; for 1h; neat (no solvent);99%
With pyridine; aluminum oxide at 125 - 127℃; for 2h; microwave irradiation;98%
cinnamoyl chloride
102-92-1

cinnamoyl chloride

p-toluidine
106-49-0

p-toluidine

N-(4-methylphenyl)-3-phenyl-2-propenamide
6876-68-2

N-(4-methylphenyl)-3-phenyl-2-propenamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Inert atmosphere;100%
With triethylamine In ethyl acetate at 0 - 20℃;88%
With potassium hydroxide
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

p-toluidine
106-49-0

p-toluidine

N-(3-nitrobenzylidene)-4-methylbenzenamine
17064-95-8

N-(3-nitrobenzylidene)-4-methylbenzenamine

Conditions
ConditionsYield
100%
With chitosan In ethanol; water at 20℃; for 0.333333h;85%
With ethanol
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

p-toluidine
106-49-0

p-toluidine

N-(4-nitrobenzylidene)-4-methylaniline
730-39-2, 33442-37-4, 149742-47-2

N-(4-nitrobenzylidene)-4-methylaniline

Conditions
ConditionsYield
for 24h; Ambient temperature;100%
100%
With montmorillonite at 20℃; for 0.0666667h; Neat (no solvent);98%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

p-toluidine
106-49-0

p-toluidine

2-(p-toluidino)-1,4-naphthoquinone
57182-49-7

2-(p-toluidino)-1,4-naphthoquinone

Conditions
ConditionsYield
In neat (no solvent) at 100℃; under 750.075 Torr; for 0.05h; Microwave irradiation;100%
With acetic acid
With ethanol
p-toluidine
106-49-0

p-toluidine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-hydroxybenzal-p-toluidine
3230-51-1

p-hydroxybenzal-p-toluidine

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
100%
In ethyl 2-hydroxypropionate at 20℃; for 0.0333333h;90%
p-toluidine
106-49-0

p-toluidine

dimedone
126-81-8

dimedone

3-(p-tolylamino)-5,5-dimethylcyclohex-2-enone
36646-78-3

3-(p-tolylamino)-5,5-dimethylcyclohex-2-enone

Conditions
ConditionsYield
at 20℃; for 0.5h; Solid phase reaction; condensation;100%
With fibrous nano silica sulfuric acid In neat (no solvent) at 80℃; for 0.0333333h; Green chemistry;97%
With silica sulfuric acid In acetonitrile for 0.0194444h; Microwave irradiation;96%
p-toluidine
106-49-0

p-toluidine

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

1,2-dimethoxy-4-<<(4-methylphenyl)imino>methyl>benzene
67101-90-0

1,2-dimethoxy-4-<<(4-methylphenyl)imino>methyl>benzene

Conditions
ConditionsYield
In toluene Heating;100%
p-toluidine
106-49-0

p-toluidine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-(4-methylphenyl)benzenesulfonamide
599-86-0

4-methyl-N-(4-methylphenyl)benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 16h;100%
With pyridine at 0 - 25℃;100%
In water at 110℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction;98%
p-toluidine
106-49-0

p-toluidine

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloro-N-(4-methylphenyl)propionamide
19342-88-2

3-chloro-N-(4-methylphenyl)propionamide

Conditions
ConditionsYield
In acetone for 1h; Acylation; Heating;100%
In water; acetone for 6h; Reflux;100%
With potassium carbonate In acetone at 0℃; for 1h; Condensation;95%
p-toluidine
106-49-0

p-toluidine

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

4-methyl-(2-nitrobenzylidene)aniline
17064-82-3

4-methyl-(2-nitrobenzylidene)aniline

Conditions
ConditionsYield
100%
In ethanol for 3h; Reflux;77.2%
In ethanol for 3h; Reflux;77.2%
p-toluidine
106-49-0

p-toluidine

n-butyl isocyanide
111-36-4

n-butyl isocyanide

N-butyl-N’-(4-methylphenyl)urea
22671-74-5

N-butyl-N’-(4-methylphenyl)urea

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 24h; Ambient temperature;100%
With toluene
p-toluidine
106-49-0

p-toluidine

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl (Z)-N-(4-methylphenyl)aminofumarate
24559-80-6

dimethyl (Z)-N-(4-methylphenyl)aminofumarate

Conditions
ConditionsYield
at 20℃; for 0.133333h; Michael addition;100%
In benzene at 5 - 10℃;70%
In diethyl ether
maleic anhydride
108-31-6

maleic anhydride

p-toluidine
106-49-0

p-toluidine

4-methylmaleanilic acid
24870-11-9

4-methylmaleanilic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 5h;100%
In diethyl ether at 20℃; for 2h;98%
In chloroform for 7h;97%
benzyl bromide
100-39-0

benzyl bromide

p-toluidine
106-49-0

p-toluidine

N,N-dibenzyl-4-methylbenzenamine
5459-79-0

N,N-dibenzyl-4-methylbenzenamine

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N,N,N,N,N-hexamethylphosphoric triamide for 0.5h; Heating; 3 equivalents of BzBr;100%
With montmorillonite-KSF clay supported CuO nanoparticles In neat (no solvent) at 20℃; for 0.75h; Sonication; Green chemistry; chemoselective reaction;78%
With sodium dodecyl-sulfate; sodium hydrogencarbonate In water at 80℃; for 1h; Inert atmosphere;71%
With sodium dodecyl-sulfate; sodium hydrogencarbonate In water at 80℃; for 1h;70%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

p-toluidine
106-49-0

p-toluidine

N-(4-chlorobenzylidene)-4-toluidine
15485-32-2

N-(4-chlorobenzylidene)-4-toluidine

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
In ethyl 2-hydroxypropionate at 20℃; for 0.0333333h;96%
With montmorillonite at 20℃; for 0.1h; Neat (no solvent);96%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

p-toluidine
106-49-0

p-toluidine

ethyl 2-(4-methylphenylimino)acetate
121641-60-9

ethyl 2-(4-methylphenylimino)acetate

Conditions
ConditionsYield
With sodium sulfate In dichloromethane for 0.5h;100%
With magnesium sulfate In toluene at 25℃; for 0.5h;100%
for 1h; Green chemistry;75%
1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one
40657-29-2

1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one

p-toluidine
106-49-0

p-toluidine

(E)-4-Ethoxy-1,1,1-trifluoro-4-p-tolylamino-but-3-en-2-one
128648-64-6

(E)-4-Ethoxy-1,1,1-trifluoro-4-p-tolylamino-but-3-en-2-one

Conditions
ConditionsYield
In acetonitrile for 18h; Ambient temperature;100%
(2-formylphenyl)butyl tellurium dibromide
128346-30-5

(2-formylphenyl)butyl tellurium dibromide

p-toluidine
106-49-0

p-toluidine

2-(4'-methylphenyliminomethinyl)phenyltellurenyl bromide
130191-28-5

2-(4'-methylphenyliminomethinyl)phenyltellurenyl bromide

Conditions
ConditionsYield
With trifluoroacetic acid In benzene100%
2-<(3-Chloropropyl)amino>-4H-3,1-benzoxazin-4-one
94507-26-3

2-<(3-Chloropropyl)amino>-4H-3,1-benzoxazin-4-one

p-toluidine
106-49-0

p-toluidine

N-(4-Methylphenyl)-2-<3-(3-chloropropyl)ureido>benzamide
94507-35-4

N-(4-Methylphenyl)-2-<3-(3-chloropropyl)ureido>benzamide

Conditions
ConditionsYield
for 0.05h; Heating;100%
4-[4a-Methoxy-7-(4-methoxy-3,6-dioxo-cyclohexa-1,4-dienyl)-5,8-dioxo-4-phenyl-4a,5,8,8a-tetrahydro-4H-quinolin-1-yl]-benzoic acid
84410-20-8

4-[4a-Methoxy-7-(4-methoxy-3,6-dioxo-cyclohexa-1,4-dienyl)-5,8-dioxo-4-phenyl-4a,5,8,8a-tetrahydro-4H-quinolin-1-yl]-benzoic acid

p-toluidine
106-49-0

p-toluidine

4-(9-Hydroxy-4a,8-dimethoxy-5,11-dioxo-4-phenyl-6-p-tolyl-4,4a,5,6,11,11a-hexahydro-pyrido[3,2-b]carbazol-1-yl)-benzoic acid
84423-43-8

4-(9-Hydroxy-4a,8-dimethoxy-5,11-dioxo-4-phenyl-6-p-tolyl-4,4a,5,6,11,11a-hexahydro-pyrido[3,2-b]carbazol-1-yl)-benzoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water for 4h; Heating;100%
p-toluidine
106-49-0

p-toluidine

vanillin
121-33-5

vanillin

3-methoxy-4-{[(4-methylphenyl)imino]methyl}phenol
53304-12-4

3-methoxy-4-{[(4-methylphenyl)imino]methyl}phenol

Conditions
ConditionsYield
for 2h; Ambient temperature;100%
In ethanol for 0.333333h; Reflux;95.51%
sodium hydrogen sulfate; silica gel at 54 - 56℃; for 0.0236111h; microwave irradiation;91%
p-toluidine
106-49-0

p-toluidine

3-Bromopropionyl chloride
15486-96-1

3-Bromopropionyl chloride

3-bomo-N-(4-methylphenyl)propanamide
21437-82-1

3-bomo-N-(4-methylphenyl)propanamide

Conditions
ConditionsYield
With potassium carbonate In 1,2-dichloro-ethane at 20℃; for 1h; Time; Inert atmosphere;100%
With dmap In tetrahydrofuran at 0 - 20℃; for 1h;75%
With triethylamine In benzene70%
furfural
98-01-1

furfural

p-toluidine
106-49-0

p-toluidine

4-methyl-N-((tetrahydrofuran-2-yl)methyl)aniline

4-methyl-N-((tetrahydrofuran-2-yl)methyl)aniline

Conditions
ConditionsYield
With hydrogen; AV-17-8-Pd In ethanol at 45℃; under 750.06 Torr; Rate constant; Thermodynamic data; E(a);100%
With hydrogen; AV-17-8-Pd In ethanol at 45℃; under 750.06 Torr;100%
With Pd/Al2O3; hydrogen In ethanol at 80℃; under 750.075 Torr; for 12h;94%
p-toluidine
106-49-0

p-toluidine

Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

(2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide
134430-88-9

(2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide

Conditions
ConditionsYield
With potassium carbonate In water; acetone at 0℃; for 2h;100%
Stage #1: Cinnamoyl chloride With pyridine; dmap In dichloromethane at 0℃; for 0.416667h; Inert atmosphere;
Stage #2: p-toluidine In dichloromethane at 0 - 20℃;
86%
With dmap; sodium hydrogencarbonate In dichloromethane at 20℃;84%
cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

p-toluidine
106-49-0

p-toluidine

trans-2-(p-tolylamino)cyclohexanol

trans-2-(p-tolylamino)cyclohexanol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With [{(CH3)5Cp}2Zr(CH3CN)2(H2O)][OSO2C6F5]2·CH3CN In neat (no solvent) at 20℃; for 0.166667h; diastereospecific reaction;99%
With zinc(II) perchlorate hexahydrate at 20℃; for 0.5h;98%
bromocyane
506-68-3

bromocyane

p-toluidine
106-49-0

p-toluidine

N-(4-methylphenyl)cyanamide
10532-64-6

N-(4-methylphenyl)cyanamide

Conditions
ConditionsYield
With trimethylamine Ambient temperature;100%
In diethyl ether; tetrahydrofyran at 0℃; for 4h;95%
With triethylamine In diethyl ether at 0℃;83%

p-Toluidine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

p-Toluidine Specification

 1.Introduction of p-Toluidine

The p-Toluidine, with its CAS NO.106-49-0, is a kind of white lustrous plates or leaflets with an amine odour. Its Synonyms are 4-Aminotoluene ; 4-Toluidine ; 1-Amino-4-methylbenzene ; 4-Amino-1-methylbenzene ; 4-Methylaniline ; 4-Methylbenzenamine ; Aniline, p-methyl- ; Benzenamine, 4-methyl- and p-Methylbenzenamine. p-Toluidine should be stored in shady and cool warehouse and mainly used in dyes, and in organic chemical manufacturing.

2.Properties of p-Toluidine

(1) Density: 0.992 g/cm3  (2) Flash Point: 84.5 °C  (3) Enthalpy of Vaporization: 43.36 kJ/mol
(4) Boiling Point: 197.4 °C at 760 mmHg  (5) Melting Point: 43 °C(6) Water Solubility: 1.1 g/100 mL
(7) Storage temperature: 2-8 °C (8) Vapour Pressure of p-Toluidine (CAS NO.106-49-0): 0.379 mmHg at 25 °C

3.Structure descriptors of p-Toluidine

IUPAC Name: 4-methylaniline

InChI: InChI=1S/C7H9N/c1-6-2-4-7(8)5-3-6/h2-5H,8H2,1H3

InChIKey: RZXMPPFPUUCRFN-UHFFFAOYSA-N

Canonical SMILES : CC1=CC=C(C=C1)N
 

4. Safety information of p-Toluidine

Hazard Codes: Toxic,Dangerous
Risk Statements: 23/24/25-36-40-43-50
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R36: Irritating to eyes.
R40: Limited evidence of a carcinogenic effect.
R43: May cause sensitization by skin contact.
R50: Very toxic to aquatic organisms.
Safety Statements: 28-36/37-45-61
S28: After contact with skin, wash immediately with plenty of soap-suds.
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3451 6.1/PG 2
WGK Germany: 2
RTECS: XU3150000
HazardClass: 6.1
PackingGroup of p-Toluidine (CAS NO.106-49-0): II

5.Toxicity data of p-Toluidine

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 42mg/kg (42mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
mouse LD50 intraperitoneal 50mg/kg (50mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 oral 330mg/kg (330mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
quail LD50 oral 237mg/kg (237mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rabbit LD50 oral 270mg/kg (270mg/kg)   Vsesoyuznyi Institut Nauchnoi i Tekhnicheskoi Informatsii Vol. #4035-77,
rabbit LD50 skin 890mg/kg (890mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 31-4/1973,
rat LC50 inhalation > 640mg/m3/1H (640mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 31-4/1973,
rat LD50 oral 336mg/kg (336mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Bromatologia i Chemia Toksykologiczna. Vol. 17, Pg. 51, 1984.

 

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