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3-Chloro-2-methylaniline
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Name

3-Chloro-2-methylaniline

 EINECS 201-756-6
CAS No. 87-60-5 Density 1.18 g/cm3
PSA 26.02000 LogP 2.81180
Solubility 1g/L at 20℃ Melting Point 2 °C(lit.)
Formula C7H8ClN Boiling Point 241.8 °C at 760 mmHg
Molecular Weight 141.6 Flash Point 100 °C
Transport Information UN 3429 6.1/PG 3 Appearance clear yellow to red or red-brown liquid
Safety 26-36/37/39-45-61-37/39 Risk Codes 22-34-43-51/53-36/37/38
Molecular Structure Molecular Structure of 87-60-5 (3-Chloro-2-methylaniline) Hazard Symbols CorrosiveC, DangerousN, HarmfulXn
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;

Article Data 41

3-Chloro-2-methylaniline Synthetic route

83-42-1

6-chloro-2-nitrotoluene

87-60-5

3-chloro-2-methylbenzenamine

Conditions
ConditionsYield
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%

benzo-phenone imine

118-69-4

2,6-dichlorotoluene

87-60-5

3-chloro-2-methylbenzenamine

Conditions
ConditionsYield
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%
791066-15-4

[3-Chloro-2-(2-oxo-propyl)-phenyl]-carbamic acid tert-butyl ester

A

87-60-5

3-chloro-2-methylbenzenamine

B

6127-16-8

4-chloro-2-methyl-1H-indole

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 120h;A n/a
B 69%
83-42-1

6-chloro-2-nitrotoluene

A

87-60-5

3-chloro-2-methylbenzenamine

B

76273-99-9

bis-(3-chloro-2-methyl-phenyl)-diazene-N-oxide

Conditions
ConditionsYield
With alkaline aqueous methanol. sodium arsenite
83-42-1

6-chloro-2-nitrotoluene

6819-41-6

sodium n-propoxide

71-43-2

benzene

87-60-5

3-chloro-2-methylbenzenamine

83-42-1

6-chloro-2-nitrotoluene

acid

acid

87-60-5

3-chloro-2-methylbenzenamine

88-72-2

1-methyl-2-nitrobenzene

87-60-5

3-chloro-2-methylbenzenamine

Conditions
ConditionsYield
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
108-24-7

acetic anhydride

87-60-5

3-chloro-2-methylbenzenamine

7463-35-6

N-(3-chloro-2-methylphenyl)acetamide

Conditions
ConditionsYield
In ethanol at 20℃; for 2h;100%
In ethanol at 20℃; for 2h;100%
In ethanol at 20℃; for 2h;100%
87-60-5

3-chloro-2-methylbenzenamine

13096-96-3

4-chloro-1H-indazole

Conditions
ConditionsYield
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%
87-60-5

3-chloro-2-methylbenzenamine

98-80-6

phenylboronic acid

172975-98-3

2-methyl-[1,1′-biphenyl]-3-amine

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,4-dioxane at 110℃; for 8h; Inert atmosphere;99.2%

3-Chloro-2-methylaniline Chemical Properties

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-methylaniline Uses

  3-Chloro-2-Methyl Aniline (CAS NO.87-60-5) is used as organic synthesis intermediate.

3-Chloro-2-methylaniline Production

  3-Chloro-2-Methyl Aniline (CAS NO.87-60-5) is synthesized from ortho-nitrotoluene by chlorination and reduction.

3-Chloro-2-methylaniline Toxicity Data With Reference

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.

3-Chloro-2-methylaniline Consensus Reports

Reported in EPA TSCA Inventory.

3-Chloro-2-methylaniline Safety Profile

Hazard Codes of 3-Chloro-2-Methyl Aniline (CAS NO.87-60-5): CorrosiveC,DangerousN,HarmfulXn
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.

3-Chloro-2-methylaniline Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

3-Chloro-2-methylaniline Specification

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.

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