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106-49-0

Basic Information
CAS No.: 106-49-0
Name: p-Toluidine
Article Data: 927
Cas Database
Molecular Structure:
Molecular Structure of 106-49-0 (p-Toluidine)
Formula: C7H9N
Molecular Weight: 107.155
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;
EINECS: 203-403-1
Density: 0.992 g/cm3
Melting Point: 43 ºC
Boiling Point: 197.4 ºC at 760 mmHg
Flash Point: 84.5 ºC
Solubility: 1.1 g/100 mL in water
Appearance: white lustrous plates or leaflets with an amine odour
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 23/24/25-36-40-43-50
Safety: 28-36/37-45-61-28A
Transport Information: UN 3451 6.1/PG 2
PSA: 26.02000
LogP: 2.15840
Synthetic route
99-99-0

1-methyl-4-nitrobenzene

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%
619-73-8

4-nitrobenzyl chloride

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%
555-16-8

4-nitrobenzaldehdye

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;
14618-59-8

N-(tert-butoxycarbonyl)-4-methylaniline

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

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%
2101-86-2

p-methylazidobenzene

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%
106-38-7

para-bromotoluene

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%
3085-54-9

N-(4-methylphenyl)formamide

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;
103-89-9

4-Methylacetanilide

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%
2318-82-3

N-hydroxy-4-methylbenzamide

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%
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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.