2,6-Dichloroaniline supplier

Name
2,6-Dichloroaniline
EINECS 210-160-5
CAS No. 608-31-1
Article Data39
CAS DataBase
Density 1.401 g/cm³
Solubility 1.6 g/L (20 °C) in water
Melting Point 36-38 °C(lit.)
Formula C₆H₅Cl₂N
Boiling Point 219.9 °C at 760 mmHg
Molecular Weight 162.018
Flash Point 86.8 °C
Transport Information UN 3442 6.1/PG 2
Appearance white to brown crystalline solid
Safety 28-36/37-45-60-61-28A
Risk Codes 23/24/25-33-50/53
Molecular Structure
Hazard Symbols T, N, Xi
Synonyms Aniline,2,6-dichloro- (7CI,8CI);2,6-Dichlorobenzenamine;2,6-Dichlorophenylamine;
PSA 26.02000
LogP 3.15680

Synthetic route

: 22134-75-4
4-amino-3,5-dichloro-benzenesulfonamide

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With sulfuric acid at 180℃;	96.2%

: 601-88-7
2,6-dichloronitrobenzene

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With ammonium formate at 20℃; for 0.75h; Reduction;	91%
With hydrogenchloride; tin
With hydrogen; silver; silica gel In ethanol at 140℃; under 15001.2 Torr; for 3h;	100 % Chromat.

: 697-88-1
4-bromo-2,6-dichloroaniline

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With methanol; gold; hydrogen; caesium carbonate at 100℃; under 3800.26 Torr; for 72h;	91%
With hydrogen bromide; acetic acid; aniline for 24h; Heating;	86%
With hydrogen bromide; acetic acid; aniline Reflux;	80%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With copper(I) oxide In quinoline at 220℃; for 6h; Autoclave;	85%
In water	80%

: 10286-88-1
N-(2,6-dichlorophenyl)benzamide

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With sulfuric acid for 3h; Heating;	68%

: 87-65-0
2,6-Dichlorophenol

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 4h; Reagent/catalyst; Smiles Aromatic Rearrangement;	65%

: 95-51-2
2-Chloroaniline

A: 554-00-7
2,4-Dichloroaniline

B: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With chlorine In chlorobenzene at 15℃; for 6h; Solvent; Reagent/catalyst; Temperature;	A 60% B 35%

: 62-53-3
aniline

A: 554-00-7
2,4-Dichloroaniline

B: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride; potassium permanganate In acetonitrile at 60℃;	A 19% B 29%

: 515-74-2
sodium sulfanilate

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With carbon dioxide; water; chlorine Behandeln des Reaktionsprodukts mit 98 prozentiger Schwefelsaeure und Dampf bei 180grad;

: 56700-68-6
tert-butyl (2,6-dichlorophenyl)carbamate

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride In ethanol

: 91573-20-5
N,N-diacetyl-2,6-dichloroaniline

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 1h; Heating;

: 90454-74-3
5-(2,6-dichlorophenyl)-1-phenyl-1H-1,2,5-triazapentadiene

A: 62163-09-1
5-chloro-quinoxaline

B: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
at 600℃; under 0.01 Torr; for 0.416667h; Title compound not separated from byproducts;	A 13 % Chromat. B 37 % Chromat.

: 62-53-3
aniline

A: 554-00-7
2,4-Dichloroaniline

B: 106-47-8
4-chloro-aniline

C: 95-51-2
2-Chloroaniline

D: 608-31-1
2,6-Dichloroaniline

E: 634-93-5
2,4,6-trichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride; calcium hypochlorite; ammonia In water pH=1.3; other concentration of chlorinating agent; other pH;

...Expand

: 634-93-5
2,4,6-trichloroaniline

A: 554-00-7
2,4-Dichloroaniline

B: 106-47-8
4-chloro-aniline

C: 62-53-3
aniline

D: 95-51-2
2-Chloroaniline

E: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In acetonitrile at 80℃; for 2h; Product distribution; other haloanilines; other H-donors; var. solvents, temperatures, reaction times;

...Expand

: 10468-16-3
2-chloro-N-hydroxybenzenamine

A: 17609-80-2
4-amino-3-chlorophenol

B: 554-00-7
2,4-Dichloroaniline

C: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With perchloric acid; sodium perchlorate; sodium chloride In water; acetonitrile at 25℃; Rate constant;

...Expand

: 2,2,6,6-tetrachlorohexaneimine

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 100℃; for 5h; Dehydrochlorination;	2.32 g

2.6-dichloro-aniline-sulfonic acid-(4)-amide: 2.6-dichloro-aniline-sulfonic acid-(4)-amide

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With sulfuric acid Darstellung; Destillation mit Dampf;

: 2008-58-4
2,6-dichlorobenzamide

: 7726-95-6
bromine

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Behandeln mit Kalilauge;

: 7647-01-0
hydrogenchloride

: 601-88-7
2,6-dichloronitrobenzene

tin: tin

: 608-31-1
2,6-Dichloroaniline

...Expand

: 106-40-1
4-bromo-aniline

9-methyl-tridecanoyl chloride: 9-methyl-tridecanoyl chloride

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaClO3; HCl 2: 86 percent / HBr; AcOH; aniline / 24 h / Heating View Scheme

: 3776-30-5
2,2,6,6-tetrachlorocyclohexanone

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 5.74 g / NH3; TiCl4 / toluene / 2 h / -1 - 10 °C 2: 2.32 g / (CH3CH2)3N / dimethylformamide / 5 h / 100 °C View Scheme

: 63-74-1
sulfanilamide

: 608-31-1
2,6-Dichloroaniline

: 62715-81-5
2,4,6-trichloro-diacetanilide

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / sodium formate / 5percent Pd/C / acetonitrile / 24 h / Heating 2: conc. HCl / acetic acid / 1 h / Heating View Scheme

: 62-53-3
aniline

ethane-α.β-bis-sulfonic acid chloride: ethane-α.β-bis-sulfonic acid chloride

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: HCl(gas), Cl2 / CCl4; ethanol / ice-bath 2: 96 percent / CH3SO3H / Heating 3: 65 percent / sodium formate / 5percent Pd/C / acetonitrile / 24 h / Heating 4: conc. HCl / acetic acid / 1 h / Heating View Scheme

: 634-93-5
2,4,6-trichloroaniline

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / CH3SO3H / Heating 2: 65 percent / sodium formate / 5percent Pd/C / acetonitrile / 24 h / Heating 3: conc. HCl / acetic acid / 1 h / Heating View Scheme

: 63-74-1
sulfanilamide

copper: copper

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / conc.HCl, perhydrol / H2O 2: 96.2 percent / 70 percent H2SO4 / 180 °C View Scheme

: 10468-16-3
2-chloro-N-hydroxybenzenamine

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaHCO3 / diethyl ether; H2O / 1 h / T < 5 deg C; or in benzene 2: 77 percent / SOCl2 / diethyl ether / 1 h / T < 5 deg C 3: 68 percent / 70percent H2SO4 / 3 h / Heating View Scheme

: 82344-31-8
N-(o-chlorophenyl)benzohydroxamic acid

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / SOCl2 / diethyl ether / 1 h / T < 5 deg C 2: 68 percent / 70percent H2SO4 / 3 h / Heating View Scheme

: 129825-24-7
2,4-dichloro-3-nitroaniline

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: tin; hydrochloric acid View Scheme

: 10535-67-8
trimethylacetic formic anhydride

: 608-31-1
2,6-Dichloroaniline

: 10113-35-6
N-(2,6-dichlorophenyl)-formamide

Conditions

Conditions	Yield
In chloroform at 25℃;	100%

: 64-19-7
acetic acid

: 75-36-5
acetyl chloride

: 608-31-1
2,6-Dichloroaniline

: 17700-54-8
2,6-dichloroacetanilide

Conditions

Conditions	Yield
at 90℃; for 0.333333h;	100%

...Expand

: C17H17ClN4O3

: 608-31-1
2,6-Dichloroaniline

: 2-[4-(4-[1,2,3]Triazol-1-yl-butyl)-phenoxymethyl]-oxazole-4-carboxylic acid (2,6-dichloro-phenyl)-amide

Conditions

Conditions	Yield
In dichlorometane at 45℃;	99.9%

: 532-55-8
Benzoyl isothiocyanate

: 608-31-1
2,6-Dichloroaniline

: 41542-10-3
N-(2,6-dichlorophenyl)-N'-benzoyl thiourea

Conditions

Conditions	Yield
In acetone for 0.5h; Heating;	99%
In tetrahydrofuran at 60 - 65℃; for 0.166667h; Microwave irradiation;	89%
In benzene	82%
In ethyl acetate for 2h; Reflux;
In acetone at 60℃; for 0.5h;

: 140-92-1
potassium isopropylxanthate

: 608-31-1
2,6-Dichloroaniline

: 1849-65-6
4-chloro-2-mercaptobenzothiazole

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 150℃; for 0.0833333h; Solvent; Temperature; Microwave irradiation;	99%

: 108-24-7
acetic anhydride

: 608-31-1
2,6-Dichloroaniline

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃;	98.9%

: 103-80-0
phenylacetyl chloride

: 608-31-1
2,6-Dichloroaniline

: N-(2,6-dichlorophenyl)phenylacetamide

Conditions

Conditions	Yield
With pyridine; calcium chloride for 4h; Reagent/catalyst; Reflux; Cooling with ice;	98.3%
With pyridine for 4h; Reagent/catalyst; Cooling with ice; Reflux;	98.3%

: 54616-46-5
2-Iodo-N,N-dimethylbenzamide

: 608-31-1
2,6-Dichloroaniline

: 51225-04-8
2-(2,6-dichloro-phenylamino)-N,N-dimethyl-benzamide

Conditions

Conditions	Yield
With copper(l) iodide; copper; potassium carbonate In xylene Condensation; Heating;	98%

: 608-31-1
2,6-Dichloroaniline

: 10397-30-5
4-methyl-3-nitrobenzoyl chloride

: N-(2,6-dichlorophenyl)-4-methyl-3-nitrobenzamide

Conditions

Conditions	Yield
at 130℃; for 0.25h; Inert atmosphere; Microwave irradiation;	98%

: 16182-04-0
Ethoxycarbonyl isothiocyanate

: 608-31-1
2,6-Dichloroaniline

: 23822-56-2
ethyl 3-(2,6-dichlorophenyl)thioureidocarboxylate

Conditions

Conditions	Yield
In acetone at 20 - 40℃; for 12.33h;	98%

: 108-24-7
acetic anhydride

: 608-31-1
2,6-Dichloroaniline

: 17700-54-8
2,6-dichloroacetanilide

Conditions

Conditions	Yield
With supported L-pyrrolidine-2-carboxylic acid-4-hydrogen sulfate on Silica Gel at 20℃; for 1.2h; Green chemistry;	97%
With acetic acid; zinc for 0.5h; Ambient temperature;	50%
With dmap In dichloromethane at 0 - 40℃;	47.64%
With pyridine for 2h; Heating;
With sulfuric acid

: 608-31-1
2,6-Dichloroaniline

: 57341-09-0
1-azido-2,6-dichlorobenzene

Conditions

Conditions	Yield
Stage #1: 2,6-Dichloroaniline With trifluoroacetic acid; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With sodium azide In water at 0 - 20℃; for 2.16667h;	97%
Stage #1: 2,6-Dichloroaniline With trifluoroacetic acid; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With sodium azide In water at 0℃; for 2.16667h;	97%
With sodium azide; trifluoroacetic acid; sodium nitrite In water at 0 - 20℃; for 2.16667h;	97%

: 608-31-1
2,6-Dichloroaniline

: (2,6-Dichlorophenylimino)phosphorus(V) trichloride

Conditions

Conditions	Yield
With phosphorus pentachloride In chloroform for 22h; Heating;	97%
With phosphorus pentachloride In tetrachloromethane Substitution; Heating;

: 608-31-1
2,6-Dichloroaniline

: 115910-92-4
2,6-dichloro-N-trimethylsilylaniline

Conditions

Conditions	Yield
With trimethylsilyl bromide; triethylamine In benzene	97%

: 66370-75-0
methyl (2-iodophenyl)acetate

: 608-31-1
2,6-Dichloroaniline

: 15307-78-5
2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

Conditions

Conditions	Yield
With copper(l) iodide; (+)-D-glucosamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 110℃; for 8h; Temperature;	96.1%

: 75-36-5
acetyl chloride

: 608-31-1
2,6-Dichloroaniline

: 17700-54-8
2,6-dichloroacetanilide

Conditions

Conditions	Yield
In acetic acid	96%
In acetic acid at 70℃; for 0.5h;	78%
With acetic acid
With acetic acid at 100℃;

: 75-77-4
chloro-trimethyl-silane

: tetrakis(dimethylamido)vanadium(IV)

: 608-31-1
2,6-Dichloroaniline

: 455254-24-7
[VNC6H3Cl2Cl2(NH(CH3)2)2]

Conditions

Conditions	Yield
In toluene ligand was added to toluene soln. of V(NMe2)4 at room temp., Me3SiCl wasadded at room temp. under Ar, heated at 100°C for 20 h; volatiles were pumped off, washed with pentane, dried under vac.; elem. anal.;	96%

...Expand

: 608-31-1
2,6-Dichloroaniline

: 74-88-4
methyl iodide

: 56462-00-1
2,6-Dichloro-N-methylaniline

Conditions

Conditions	Yield
Stage #1: 2,6-Dichloroaniline With n-butyllithium In tetrahydrofuran; hexane at -78 - -40℃; Stage #2: methyl iodide In tetrahydrofuran; hexane Cooling;	96%
Stage #1: 2,6-Dichloroaniline With n-butyllithium In tetrahydrofuran; hexane at -78 - -40℃; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water at 20℃;	96%

: 538-75-0
dicyclohexyl-carbodiimide

: 608-31-1
2,6-Dichloroaniline

: N-2,6-dichlorophenyl-N',N''-dicyclohexylguanidine

Conditions

Conditions	Yield
With C24H50N5Si2Y In toluene at 20℃; for 2h; Inert atmosphere; Schlenk technique;	96%

: 608-31-1
2,6-Dichloroaniline

: 697-88-1
4-bromo-2,6-dichloroaniline

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium bromide; HZSM-5 In acetic acid at 20℃; for 4h; Bromination;	95%
With tetrabutylammomium bromide; copper(ll) bromide In ethanol at 25℃; regioselective reaction;	93%
With sodium tungstate; sodium perborate; sulfuric acid; acetic anhydride; potassium bromide In acetic acid for 1h; Ambient temperature;	70%

: 4482-01-3
o-benzenedisulfonimide

: 608-31-1
2,6-Dichloroaniline

: 2,6-dichlorobenzenediazonium o-benzenedisulfonimide

Conditions

Conditions	Yield
With isopentyl nitrite In acetic acid for 0.0833333h;	95%

: 122-51-0
orthoformic acid triethyl ester

: 608-31-1
2,6-Dichloroaniline

: 1-(2,6-dichlorophenyl)-1H-tetrazole

Conditions

Conditions	Yield
With sodium azide In neat (no solvent) at 100℃; for 0.75h;	95%

: 98-88-4
benzoyl chloride

: 608-31-1
2,6-Dichloroaniline

: 10286-88-1
N-(2,6-dichlorophenyl)benzamide

Conditions

Conditions	Yield
at 130℃; for 0.25h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; Microwave irradiation;	95%

: 586-75-4
4-chlorobenzoyl chloride

: 608-31-1
2,6-Dichloroaniline

: 4-bromo-N-(2,6-dichlorophenyl)benzamide

Conditions

Conditions	Yield
at 130℃; for 0.25h; Inert atmosphere; Microwave irradiation;	95%

: 4083-64-1
Tosyl isocyanate

: 608-31-1
2,6-Dichloroaniline

: N-(2,6-dichlorophenylcarbamoyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
In acetonitrile at 20℃;	95%

: 108-90-7
chlorobenzene

: 608-31-1
2,6-Dichloroaniline

: 15307-93-4
N-phenyl-2,6-dichloroaniline

Conditions

Conditions	Yield
With copper(II) oxide In 1,4-dioxane at 130℃; for 20h; Reagent/catalyst; Solvent;	95%

: 3466-32-8
4-bromoohenyl methyl sulfone

: 608-31-1
2,6-Dichloroaniline

: 2,6-dichloro-N-(4-(methylsulfonyl)phenyl)aniline

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; 4-phenyl-N-methylpyridinium iodide; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc In dimethyl sulfoxide at 80℃; for 8h; Reagent/catalyst; Inert atmosphere;	95%

: 3611-92-5
methanesulfonyl isocyanate

: 608-31-1
2,6-Dichloroaniline

: 78182-07-7
1-(2,6-dichlorophenyl)-3-methanesulfonylurea

Conditions

Conditions	Yield
In benzene	94.6%

: 108-86-1
bromobenzene

: 608-31-1
2,6-Dichloroaniline

: 15307-93-4
N-phenyl-2,6-dichloroaniline

Conditions

Conditions	Yield
With johnphos; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In toluene for 1h; Heating;	94%

2,6-Dichloroaniline Chemical Properties

Molecular Formula:C₆H₅Cl₂N
Molar mass:162.0166 g/mol
Structure of 2,6-Dichloroaniline(608-31-1):

Synonyms of 2,6-Dichloroaniline(608-31-1):2,6-dichlorobenzenamine;2,6-Dichloranilin;2,6-DICHLOROANILINE;Benzenamine, 2,6-dichloro-
Density:1.401 g/cm³
Flash Point:118 °C
Boiling Point:228°C
Index of Refraction:1.613
Vapour Pressure: 0.116 mmHg at 25°C
Melting point:35-39°C
Water solubility: 1.6 g/L (20 °C)

2,6-Dichloroaniline Uses

2,6-Dichloroaniline(608-31-1) can be used in the pharmaceutical industry for the synthesis of antibacterial agents of lomefloxacin, Lee uric acid and clonidine.
2,6-Dichloroaniline(608-31-1) also can be used in the pesticide industry for the synthesis of herbicides and fungicides.

2,6-Dichloroaniline Production

1. the right-amino benzene sulfonamide as the raw , chloride by concentrated hydrochloric acid, sulfuric acid hydrolysis and then derived .
2. For amino acid ester method: by chlorination, the water decarboxylation derived.
3. For amino acid method.

2,6-Dichloroaniline Toxicity Data With Reference

Carcinogenicity:2,6-Dichloroaniline(608-31-1)- Not listed as a carcinogen by IARC, NTP,ACGIH, or CA Prop 65.
Other: See actual entry in RTECS for complete information.

2,6-Dichloroaniline Safety Profile

Hazard Codes:T

,Xi

Risk Statements:
23: Toxic by inhalation
24: Toxic in contact with skin
25: Toxic if swallowed
30: Can become highly flammable in use
50: Very Toxic to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
Safety Statements:
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36: Wear suitable protective clothing
37: Wear suitable gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet

2,6-Dichloroaniline Specification

Stability and Reactivity of 2,6-Dichloroaniline(608-31-1):
Conditions to Avoid: Incompatible materials, light, exposure to air.
Chemical Stability:Stable under normal temperatures and pressures.
Incompatibilities with Other Materials: Exposure to acids, acid chlorides, acid anhydrides,air.
Hazardous Decomposition Products: carbon dioxide,carbon monoxide,Hydrogen chloride,nitrogen oxides.

Product Name

2,6-Dichloroaniline

Synthetic route

2,6-Dichloroaniline Chemical Properties

2,6-Dichloroaniline Uses

2,6-Dichloroaniline Production

2,6-Dichloroaniline Toxicity Data With Reference

2,6-Dichloroaniline Safety Profile

2,6-Dichloroaniline Specification

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