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| CAS No.: | 106-49-0 |
|---|---|
| Name: | p-Toluidine |
| Article Data: | 927 |
| Molecular Structure: | |
|
|
|
| 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: |
 T, N
|
| 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 |
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| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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; |
- 106-49-0
p-toluidine
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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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Consensus Reports
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
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: 
,
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. |