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CAS No.: | 87-60-5 |
---|---|
Name: | 3-Chloro-2-methylaniline |
Article Data: | 41 |
Molecular Structure: | |
Formula: | C7H8ClN |
Molecular Weight: | 141.6 |
Synonyms: | o-Toluidine,3-chloro- (8CI);2-Amino-6-chlorotoluene;2-Methyl-3-chloroaniline;3-Chloro-2-methylaniline;3-Chloro-2-methylbenzenamine;3-Chloro-2-methylphenylamine;3-Chloro-2-toluidine;3-Chloro-o-toluidine;6-Chloro-2-amino-1-methylbenzene;6-Chloro-2-aminotoluene;Fast Scarlet TR Base;NSC 6184;Scarlet TR base;o-Methyl-m-chloroaniline; |
EINECS: | 201-756-6 |
Density: | 1.18 g/cm3 |
Melting Point: | 2 °C(lit.) |
Boiling Point: | 241.8 °C at 760 mmHg |
Flash Point: | 100 °C |
Solubility: | 1g/L at 20℃ |
Appearance: | clear yellow to red or red-brown liquid |
Hazard Symbols: | C, N, Xn |
Risk Codes: | 22-34-43-51/53-36/37/38 |
Safety: | 26-36/37/39-45-61-37/39 |
Transport Information: | UN 3429 6.1/PG 3 |
PSA: | 26.02000 |
LogP: | 2.81180 |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 0.333333h; Reflux; | 99.2% |
With C20H32Cl4Cu2N4O4 In water at 60℃; for 1h; Inert atmosphere; Schlenk technique; | 99% |
With ammonia borane; cetyltrimethylammonim bromide; [Ru(p-cymene)(2,6-bis(1-methylimidazole-2-thione)pyridine)](PF6)2 In water; acetonitrile at 79.84℃; for 24h; Inert atmosphere; Schlenk technique; | 97% |
Conditions | Yield |
---|---|
Stage #1: benzo-phenone imine; 2,6-dichlorotoluene With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis(diphenylphosphino) ferrocene In xylene at 125℃; for 6h; Stage #2: With hydrogenchloride In water; xylene at 65℃; | 75.5% |
[3-Chloro-2-(2-oxo-propyl)-phenyl]-carbamic acid tert-butyl ester
A
3-chloro-2-methylbenzenamine
B
4-chloro-2-methyl-1H-indole
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 120h; | A n/a B 69% |
6-chloro-2-nitrotoluene
A
3-chloro-2-methylbenzenamine
B
bis-(3-chloro-2-methyl-phenyl)-diazene-N-oxide
Conditions | Yield |
---|---|
With alkaline aqueous methanol. sodium arsenite |
6-chloro-2-nitrotoluene
sodium n-propoxide
benzene
3-chloro-2-methylbenzenamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SbCl5; chlorine / <40 2: tin; hydrochloric acid View Scheme | |
Multi-step reaction with 2 steps 1: iron turnings / durch Chlorierung 2: iron powder; diluted hydrochloric acid View Scheme | |
Multi-step reaction with 2 steps 1: antimonypentachloride / durch Chlorierung View Scheme |
acetic anhydride
3-chloro-2-methylbenzenamine
N-(3-chloro-2-methylphenyl)acetamide
Conditions | Yield |
---|---|
In ethanol at 20℃; for 2h; | 100% |
In ethanol at 20℃; for 2h; | 100% |
In ethanol at 20℃; for 2h; | 100% |
3-chloro-2-methylbenzenamine
4-chloro-1H-indazole
Conditions | Yield |
---|---|
Stage #1: 3-chloro-2-methylbenzenamine With potassium acetate; acetic anhydride In chloroform at 0 - 25℃; for 1.03333h; Stage #2: With isopentyl nitrite In chloroform at 60℃; | 100% |
Stage #1: 3-chloro-2-methylbenzenamine With potassium acetate; acetic anhydride In chloroform at 0 - 25℃; for 1.03333h; Stage #2: With isopentyl nitrite In chloroform at 60℃; Stage #3: With lithium hydroxide; water In tetrahydrofuran; chloroform at 0℃; for 3h; | 100% |
Stage #1: 3-chloro-2-methylbenzenamine With potassium acetate In chloroform at 0℃; Stage #2: With acetic anhydride at 25℃; for 1h; Stage #3: With lithium hydroxide; isopentyl nitrite | 100% |
3-chloro-2-methylbenzenamine
phenylboronic acid
2-methyl-[1,1′-biphenyl]-3-amine
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,4-dioxane at 110℃; for 8h; Inert atmosphere; | 99.2% |
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Molecular Structure:
Molecular Formula: C7H8ClN
Molecular Weight: 141.5981
IUPAC Name: 3-Chloro-2-methylaniline
Synonyms of 3-Chloro-2-Methyl Aniline (CAS NO.87-60-5): 1-Amino-2-chloro-6-methylbenzene ; 1-Amino-3-chloro-2-methylbenzene ; 2-Amino-6-chlorotoluene ; 3-Chloro-2-methylaniline; 3-Chlor-2-toluidin ; 3-Chlor-2-toluidin [Czech] ; 3-Chloro-2-methylaniline ; 3-Chloro-2-methylphenylamine ; 3-Chloro-2-toluidin ; 3-Chloro-2-toluidin [Czech] ; 3-Chloro-2-toluidine ; 3-Chloro-o-toluidine ; 4-12-00-01800 (Beilstein Handbook Reference) ; 6-Chloro-2-aminotoluene ; 6-Chloro-ortho-toluidine ; Azoic Diazo Component 46 ; BRN 0471697 ; Benzenamine, 3-chloro-2-methyl- ; EINECS 201-756-6 ; Fast Scarlet TR Base ; HSDB 5252 ; NSC 6184 ; Scarlet TR Base ; Toluene, 2-amino-6-chloro- ; o-Methyl-m-chloroaniline ; o-Toluidine, 3-chloro- ; para-Chloro-ortho-toluidine
CAS NO: 87-60-5
Classification Code: Mutation data
Melting point: 2 °C
Index of Refraction: 1.585
Molar Refractivity: 40.2 cm3
Molar Volume: 119.9 cm3
Surface Tension: 42.7 dyne/cm
Density: 1.18 g/cm3
Flash Point: 100 °C
Enthalpy of Vaporization: 47.88 kJ/mol
Boiling Point: 241.8 °C at 760 mmHg
Vapour Pressure: 0.0352 mmHg at 25°C
3-Chloro-2-Methyl Aniline (CAS NO.87-60-5) is used as organic synthesis intermediate.
3-Chloro-2-Methyl Aniline (CAS NO.87-60-5) is synthesized from ortho-nitrotoluene by chlorination and reduction.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 237mg/kg (237mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
rat | LD50 | oral | 574mg/kg (574mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 613, 1986. |
Reported in EPA TSCA Inventory.
Hazard Codes of 3-Chloro-2-Methyl Aniline (CAS NO.87-60-5): C,N,Xn
Risk Statements: 22-34-43-51/53-36/37/38
R22: Harmful if swallowed.
R34: Causes burns.
R43: May cause sensitization by skin contact.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-61
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
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 3429 6.1/PG 3
WGK Germany: 2
RTECS: XU4760000
HazardClass: 6.1
PackingGroup: III
HS Code: 29214300
reported. When heated to decomposition it emits toxic fumes of Cl− and NOx. See also other chloro toluidine entries.
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
Storage of 3-Chloro-2-Methyl Aniline (CAS NO.87-60-5): Store in a cool, dry, well-ventilated area away from incompatible substances. Store in a tightly closed container.