3-Chloro-2-methylaniline supplier

Name
3-Chloro-2-methylaniline
EINECS 201-756-6
CAS No. 87-60-5
Article Data41
CAS DataBase
Density 1.18 g/cm³
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
Hazard Symbols C, N, Xn
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;
PSA 26.02000
LogP 2.81180

Synthetic route

: 83-42-1
6-chloro-2-nitrotoluene

: 87-60-5
3-chloro-2-methylbenzenamine

Conditions

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%

: benzo-phenone imine

: 118-69-4
2,6-dichlorotoluene

: 87-60-5
3-chloro-2-methylbenzenamine

Conditions

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%

: 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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 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

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

: 108-24-7
acetic anhydride

: 87-60-5
3-chloro-2-methylbenzenamine

: 7463-35-6
N-(3-chloro-2-methylphenyl)acetamide

Conditions

Conditions	Yield
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

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%

: 87-60-5
3-chloro-2-methylbenzenamine

: 98-80-6
phenylboronic acid

: 172975-98-3
2-methyl-[1,1′-biphenyl]-3-amine

Conditions

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

: 87-60-5
3-chloro-2-methylbenzenamine

: 39943-64-1
(3-chloro-2-methylphenyl)hydrazine

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-methylbenzenamine With hydrogenchloride; trifluoroacetic acid In water at 20℃; for 0.166667h; Stage #2: With sodium nitrite In water at 0℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In water at 20℃;	98%
With polystyrene-supported phenylsulfonylhydroxylamine In dichloromethane at 0 - 20℃;

: N-isopropyldichloroacetimidoyl chloride

: 87-60-5
3-chloro-2-methylbenzenamine

: 79165-61-0
N-3-Chloro-2-methylphenyl-N'-isopropyldichloroacetamidine

Conditions

Conditions	Yield
With sodium hydroxide	97.7%

: 87-60-5
3-chloro-2-methylbenzenamine

: 125328-80-5
N-(4-bromo-3-chloro-2-methylphenyl)acetamide

Conditions

Conditions	Yield
	96%
Multi-step reaction with 2 steps 1: 100 percent / ethanol / 2 h / 20 °C 2: 96 percent / bromine; glacial acetic acid / 2 h View Scheme
Multi-step reaction with 2 steps 1: AcOH; NaOH 2: Br2 View Scheme

: 3282-30-2
pivaloyl chloride

: 87-60-5
3-chloro-2-methylbenzenamine

: 114153-36-5
3'-chloro-2'-methylpivalanilide

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 80℃; for 2h;	95%
With triethylamine In dichloromethane at 0℃;

: 87-60-5
3-chloro-2-methylbenzenamine

: 122-51-0
orthoformic acid triethyl ester

: 1-(2-methyl-3-chlorophenyl)-1H-1,2,3,4-tetrazole

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 1h; Green chemistry;	95%
With sodium azide; ytterbium(III) triflate In 2-methoxy-ethanol at 100℃; for 9h;	75%

: 87-60-5
3-chloro-2-methylbenzenamine

: 99585-94-1
PCM-0102130

Conditions

Conditions	Yield
	95%

: 64-18-6
formic acid

: 87-60-5
3-chloro-2-methylbenzenamine

: 71862-02-7
N-(3-chloro-2-methylphenyl)formamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12h;	95%
With Co3O4 nanoparticles at 40℃; for 0.25h; Green chemistry;	92%
Stage #1: formic acid With acetic anhydride Stage #2: 3-chloro-2-methylbenzenamine

: 87-60-5
3-chloro-2-methylbenzenamine

: 3260-87-5
3-chloro-o-cresol

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite at 10 - 90℃; for 0.25h; Solvent;	93.1%
Stage #1: 3-chloro-2-methylbenzenamine With sulfuric acid In water at 90℃; Stage #2: With water; sodium nitrite at 0 - 20℃; for 2h; Stage #3: With sulfuric acid; urea In water at 90℃; for 1h;	83%
Stage #1: 3-chloro-2-methylbenzenamine With sulfuric acid In water at 0 - 90℃; Stage #2: With sodium nitrite In water at 0 - 20℃; for 2h; Stage #3: With sulfuric acid; urea more than 3 stages;	83%

: 85-44-9
phthalic anhydride

: 87-60-5
3-chloro-2-methylbenzenamine

: 57023-59-3
N-(3-chloro-2-methyl-phenyl)-phthalimide

Conditions

Conditions	Yield
for 0.141667h; microwave irradiation;	93%

: 87-60-5
3-chloro-2-methylbenzenamine

: 107-02-8
acrolein

: 78941-93-2
7-Chloro-8-methylquinoline

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-methylbenzenamine With hydrogenchloride In octanol at 70 - 80℃; Stage #2: acrolein With 6-chloro-2-nitrotoluene In octanol at 148 - 155℃; for 12h; Solvent; Reagent/catalyst;	93%

: 87-60-5
3-chloro-2-methylbenzenamine

: 56-81-5
glycerol

: 78941-93-2
7-Chloro-8-methylquinoline

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-methylbenzenamine; glycerol With sulfuric acid; water; sodium iodide at 120 - 140℃; for 7h; Stage #2: With water; sodium hydroxide In Petroleum ether at 30 - 120℃; for 1h; pH=9 - 10;	92.1%
Stage #1: 3-chloro-2-methylbenzenamine; glycerol With sulfuric acid; sodium iodide at 120 - 140℃; for 7h; Cooling with ice; Stage #2: With water; sodium hydroxide In Petroleum ether at 30 - 120℃; for 1h; pH=9 - 10;	92.1%
With sulfuric acid; potassium iodide In water at 80 - 150℃; for 7h;	92.9%

: 129-79-3
2,4,7-trinitrofluorene-9-one

: 87-60-5
3-chloro-2-methylbenzenamine

: (3-Chloro-2-methyl-phenyl)-[2,4,7-trinitro-fluoren-(9E)-ylidene]-amine

Conditions

Conditions	Yield
With zinc(II) chloride at 150 - 170℃;	92%

: 87-60-5
3-chloro-2-methylbenzenamine

: 2-(2-methyl-3-chlorophenyl)amino-carbonyl-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
In tetrahydrofuran	92%

: 504-02-9
1,3-cylohexanedione

: 87-60-5
3-chloro-2-methylbenzenamine

: 153865-45-3
3-(3-chloro-2-methylphenylamino)cyclohex-2-enone

Conditions

Conditions	Yield
With ytterbium(III) triflate In acetonitrile at 20℃; for 0.5h;	92%

: 1412905-05-5
2-[(2-oxo-2H-chromen-4-yl)oxy]propanoic acid

: 87-60-5
3-chloro-2-methylbenzenamine

: 1412905-06-6
N-(3-chloro-2-methylphenyl)-2-(2-oxo-2H-chromen-4-yloxy)propanamide

Conditions

Conditions	Yield
With HATU In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	92%

: 104-88-1
4-chlorobenzaldehyde

: 87-60-5
3-chloro-2-methylbenzenamine

: 134-81-6
benzil

: 1-(3-chloro-2-methylphenyl)-2(4-chlorophenyl)-4,5-diphenyl-1H-imidazole

Conditions

Conditions	Yield
With zinc(II) oxide; ammonium acetate; acetic acid at 60℃; for 2h;	92%

...Expand

: 87-60-5
3-chloro-2-methylbenzenamine

: 431-03-8
dimethylglyoxal

: 1331830-77-3
bis[N,N'-(3-chloro-2-methylphenyl)imino]-1,2-dimethylethane

Conditions

Conditions	Yield
With formic acid In methanol for 24h; Reflux;	91%

: 486-25-9
9-fluorenone

: 87-60-5
3-chloro-2-methylbenzenamine

: 9,9-bis[2-chloro-3-methyl-4-aminophenyl]fluorene

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-methylbenzenamine With sulfuric acid In ethylene glycol at 20 - 50℃; for 0.5h; Stage #2: 9-fluorenone In ethylene glycol at 140℃;	90.1%

: 96-09-3
styrene oxide

: 87-60-5
3-chloro-2-methylbenzenamine

: 2-(3-chloro-2-methylphenylamino)-2-phenylethanol

Conditions

Conditions	Yield
With niobium pentachloride In dichloromethane at 20℃; for 1h;	90%

: 1147550-11-5
ammonium thiocyanate

: 87-60-5
3-chloro-2-methylbenzenamine

: 14030-84-3
4-amino-2-chloro-3-methylphenyl thiocyanate

Conditions

Conditions	Yield
With iodine In methanol at 20℃; for 48h;	90%

: 87-60-5
3-chloro-2-methylbenzenamine

: 765-87-7
cyclohexane-1,2-dione

: 1418129-50-6
2-(3-chloro-2-methylphenylamino)cyclohex-2-en-1-one

Conditions

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	90%

: 19438-61-0
4-methylphthalic anhydride

: 87-60-5
3-chloro-2-methylbenzenamine

: 2-(3-chloro-2-methyl-phenyl)-5-methyl-isoindole-1,3-dione

Conditions

Conditions	Yield
for 0.141667h; microwave irradiation;	89%

: 76041-86-6
2-bromo-N,N-diethylbenzamide

: 87-60-5
3-chloro-2-methylbenzenamine

: 1093239-35-0
N,N-diethyl-2-(3-chloro-2-methylanilino)benzamide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100 - 110℃; for 14h; Buchwald-Hartwig C-N cross coupling;	89%

: 87-60-5
3-chloro-2-methylbenzenamine

: 118-69-4
2,6-dichlorotoluene

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-methylbenzenamine With potassium nitrite; potassium chloride In water at 8 - 90℃; for 0.666667h; Stage #2: With nickel nitrate; potassium chloride In water at 60℃; for 2.83333h; Concentration; Temperature; Reagent/catalyst;	89%

: 13235-60-4
4-methoxy-1,3-benzenedicarbonyl dichloride

: 87-60-5
3-chloro-2-methylbenzenamine

: N1,N3-bis(3-chloro-2-methylphenyl)-4-methoxyisophthalamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 72h; Solvent; Temperature;	89%
Stage #1: 4-methoxy-1,3-benzenedicarbonyl dichloride; 3-chloro-2-methylbenzenamine In tetrahydrofuran; dichloromethane at 20℃; for 10h; Stage #2: With triethylamine In tetrahydrofuran; dichloromethane at 20℃; for 24h;	85.1%

: 126-81-8
dimedone

: 87-60-5
3-chloro-2-methylbenzenamine

: 70-11-1
α-bromoacetophenone

: 1-(3-chloro-2-methylphenyl)-6,6-dimethyl-2-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one

Conditions

Conditions	Yield
With aminosulfonic acid In neat (no solvent) at 20℃; for 1h; Milling; Green chemistry;	89%
In ethanol; water at 20℃; for 4h; Irradiation; Green chemistry;	89%
With Wang resin-supported sulfonic acid In water at 80 - 85℃;	88%
With β‐cyclodextrin In water at 90 - 100℃; for 6.5h; Green chemistry;	88%

...Expand

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): Corrosive C, Dangerous N, Harmful 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 NO_x. 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.

Product Name

3-Chloro-2-methylaniline

Synthetic route

3-Chloro-2-methylaniline Chemical Properties

3-Chloro-2-methylaniline Uses

3-Chloro-2-methylaniline Production

3-Chloro-2-methylaniline Toxicity Data With Reference

3-Chloro-2-methylaniline Consensus Reports

3-Chloro-2-methylaniline Safety Profile

3-Chloro-2-methylaniline Standards and Recommendations

3-Chloro-2-methylaniline Specification

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