Product Name

  • Name

    2,4-Dichloroaniline

  • EINECS 209-057-8
  • CAS No. 554-00-7
  • Article Data109
  • CAS DataBase
  • Density 1.401 g/cm3
  • Solubility soluble in alcohol, ether
  • Melting Point 59-62°C(lit.)
  • Formula C6H5Cl2N
  • Boiling Point 242.1 °C at 760 mmHg
  • Molecular Weight 162.018
  • Flash Point 100.2 °C
  • Transport Information UN 3442 6.1/PG 2
  • Appearance white needle crystal
  • Safety 28-36/37-45-60-61
  • Risk Codes 23/24/25-33-50/53
  • Molecular Structure Molecular Structure of 554-00-7 (2,4-Dichloroaniline)
  • Hazard Symbols ToxicT,DangerousN,IrritantXi
  • Synonyms Aniline,2,4-dichloro- (6CI,8CI);2,4-Dichlorobenzenamine;2,4-Dichlorophenylamine;4-Chloro-2-chloroaniline;NSC 8756;o,p-Dichloroaniline;
  • PSA 26.02000
  • LogP 3.15680

Synthetic route

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave;99.9%
With hydrogen In tetrahydrofuran; water at 120℃; under 22502.3 Torr; for 4h; Autoclave;99%
Stage #1: 2,4-dichloronitrobenzene With 2.0%Pt-0.5%Rh/C In methanol for 0.0833333h;
Stage #2: With hydrogen In methanol at 30℃; under 760.051 Torr; for 2.5h; Catalytic behavior; Reagent/catalyst;
98.9%
1-azido-2,4-dichlorobenzene
1965-25-9

1-azido-2,4-dichlorobenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.166667h; Ambient temperature;97%
With sodium sulfide; water for 0.5h; Reflux;95%
With methanol; samarium; iodine for 6h; Ambient temperature;86%
tert-butyl (2,4-dichlorophenyl)carbamate
296778-52-4

tert-butyl (2,4-dichlorophenyl)carbamate

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With tin(II) trifluoromethanesulfonate In dichloromethane at 20℃; for 2h;95%
4-chloro-aniline
106-47-8

4-chloro-aniline

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With sodium perborate; potassium chloride; sodium vanadate In acetic acid at 20℃; for 2.66667h; Chlorination;93%
2,2',4,4'-Tetrachloroazobenzene
13665-50-4

2,2',4,4'-Tetrachloroazobenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.933333h; pH=2; Inert atmosphere; Irradiation;79%
2-(2,4-dichlorophenoxy)propanamide
36984-15-3

2-(2,4-dichlorophenoxy)propanamide

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry;77%
With potassium hydroxide at 140℃;114.3 mg
2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 4h; Smiles Aromatic Rearrangement;62%
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / Inert atmosphere; Reflux
2: 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; ammonium carbamate / water; 1,2-dichloro-ethane / 24 h / 33 °C / 760.05 Torr / Sealed tube; Inert atmosphere; Irradiation
View Scheme
2-Chloroaniline
95-51-2

2-Chloroaniline

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

Conditions
ConditionsYield
With chlorine In chlorobenzene at 15℃; for 6h; Solvent; Reagent/catalyst; Temperature;A 60%
B 35%
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
116278-63-8

N-(4-chlorophenyl)-O-pivaloylhydroxylamine

A

2-amino-5-chlorophenol
28443-50-7

2-amino-5-chlorophenol

B

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

C

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
116278-66-1

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

D

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
In water; acetonitrile at 40℃; Rate constant; pH=1.0, μ=0.5M; other pH values; other N-aryl-O-pivaloylhydroxylamines;A 3.6%
B 53.2%
C 8.3%
D 3.8%
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
116278-63-8

N-(4-chlorophenyl)-O-pivaloylhydroxylamine

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
116278-66-1

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

C

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
In water; acetonitrile at 40℃; pH=4.7 (1:1 HOAc/KOAc);A 49.6%
B 26.2%
C 7%
1,3-dichloro-4-methoxybenzene
553-82-2

1,3-dichloro-4-methoxybenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; ammonium carbamate In water; 1,2-dichloro-ethane at 33℃; under 760.051 Torr; for 24h; Sealed tube; Inert atmosphere; Irradiation;45%
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
116278-63-8

N-(4-chlorophenyl)-O-pivaloylhydroxylamine

diethylamine
109-89-7

diethylamine

A

N-(4-Chlorophenyl)-N',N'-diethylhydrazine
102536-12-9

N-(4-Chlorophenyl)-N',N'-diethylhydrazine

B

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

C

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
116278-66-1

N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

D

N-(4-chlorophenyl)hydroxylamine
823-86-9

N-(4-chlorophenyl)hydroxylamine

Conditions
ConditionsYield
In water; acetonitrile at 25℃;A 16%
B 44%
C 7%
D 22%
4-chloro-aniline
106-47-8

4-chloro-aniline

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

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

2,4,6-trichloroaniline

Conditions
ConditionsYield
With N-chlorotriethylammonium chloride In trifluoroacetic acid Ambient temperature;A 42%
B 3%
aniline
62-53-3

aniline

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

4-chloro-aniline
106-47-8

4-chloro-aniline

C

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

2,4,6-trichloroaniline

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorate In tetrahydrofuran; water at 20℃; for 20h;A 6%
B 4%
C 31%
With hydrogenchloride; sodium chlorate In tetrahydrofuran; water at 20℃; for 20h;A 9%
B 30%
C 9%
aniline
62-53-3

aniline

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

Conditions
ConditionsYield
With hydrogenchloride; potassium permanganate In acetonitrile at 60℃;A 19%
B 29%
4-(4-chlorophenylazo)pyridine
20815-53-6

4-(4-chlorophenylazo)pyridine

A

4-aminopyridine
504-24-5

4-aminopyridine

B

4-(2,4-dichlorophenylazo)pyridine

4-(2,4-dichlorophenylazo)pyridine

C

3-chloro-4-[4]pyridylazo-phenol

3-chloro-4-[4]pyridylazo-phenol

D

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

4-amino-3-chlorophenol

E

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

F

(E)-4-(pyridin-4-yldiazenyl)phenol
253333-13-0

(E)-4-(pyridin-4-yldiazenyl)phenol

Conditions
ConditionsYield
With sulfuric acid Rate constant; Product distribution; var. conc. of acid;A 26%
B 13%
C 15%
D 14%
E 10%
F 2%
4-(4-chlorophenylhydrazo)pyridine hydrochloride

4-(4-chlorophenylhydrazo)pyridine hydrochloride

A

4-aminopyridine
504-24-5

4-aminopyridine

B

4-(2,4-dichlorophenylazo)pyridine

4-(2,4-dichlorophenylazo)pyridine

C

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

D

4-chloro-aniline
106-47-8

4-chloro-aniline

E

N-(4-chloro-phenyl)-N'-{1-[4-(pyridin-4-ylazo)-phenyl]-1H-pyridin-4-ylidene}-hydrazine

N-(4-chloro-phenyl)-N'-{1-[4-(pyridin-4-ylazo)-phenyl]-1H-pyridin-4-ylidene}-hydrazine

F

4-(4-chlorophenylazo)pyridine
20815-53-6

4-(4-chlorophenylazo)pyridine

Conditions
ConditionsYield
With sulfuric acid for 24h; Rate constant; Mechanism; Product distribution; var. conc. of acid; var. time; other (arylazo)pyridine;A 25%
B 21%
C 20%
D 3%
E n/a
F 5%
5,7-dichloroisatin
6374-92-1

5,7-dichloroisatin

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
Kalischmelze;
acetone-(4-nitro-phenylhydrazone)
1080-02-0

acetone-(4-nitro-phenylhydrazone)

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With zinc(II) chloride at 185℃;
N-(2,4-dichlorophenyl)acetamide
6975-29-7

N-(2,4-dichlorophenyl)acetamide

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With alkali
With hydrogenchloride
With sulfuric acid at 110 - 120℃;
N,N-dichloro-aniline
70278-00-1

N,N-dichloro-aniline

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether
(E)-2-(2-(2,3-dichlorophenyl)hydrazono)acetate

(E)-2-(2-(2,3-dichlorophenyl)hydrazono)acetate

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

chloroform
67-66-3

chloroform

acetic acid-(2,4,N-trichloro-anilide)
112160-74-4

acetic acid-(2,4,N-trichloro-anilide)

4-chloro-aniline
106-47-8

4-chloro-aniline

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

nitrobenzene
98-95-3

nitrobenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With hydrogenchloride
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

2-Chloroaniline
95-51-2

2-Chloroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin
N,N-dichloroethylamine
24948-83-2

N,N-dichloroethylamine

aniline
62-53-3

aniline

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

ethylamine
75-04-7

ethylamine

C

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

2,4,6-trichloroaniline

N-chloroacetanilide
579-11-3

N-chloroacetanilide

aniline
62-53-3

aniline

benzene
71-43-2

benzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

N-chloroacetanilide
579-11-3

N-chloroacetanilide

aniline
62-53-3

aniline

benzene
71-43-2

benzene

A

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

C

diphenylamine
122-39-4

diphenylamine

D

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
Produkt5: 3-Dimethylamino-phenylacetat;
aniline
62-53-3

aniline

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With sulfuryl dichloride; diethyl ether unter Ausschluss von Feuchtigkeit;
With N-chloro-succinimide In acetonitrile for 2h; Inert atmosphere; Reflux;
Multi-step reaction with 3 steps
1: Autoclave
2: chlorine / 70 - 80 °C
3: hydrogenchloride; water / 2 h / 70 °C
View Scheme
acetic anhydride
108-24-7

acetic anhydride

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

N-(2,4-dichlorophenyl)acetamide
6975-29-7

N-(2,4-dichlorophenyl)acetamide

Conditions
ConditionsYield
In chloroform100%
In neat (no solvent) at 20℃; for 0.1h;94%
With Co3O4 nanoparticles at 20℃; for 0.166667h; Green chemistry;93%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2,4-dichlorophenyl)acetamide
6974-56-7

2-chloro-N-(2,4-dichlorophenyl)acetamide

Conditions
ConditionsYield
Stage #1: 2,4-Dichloroaniline With triethylamine In dichloromethane at 20℃; for 0.5h;
Stage #2: chloroacetyl chloride In dichloromethane at 0℃;
100%
With triethylamine In dichloromethane at 0 - 25℃;99.4%
With triethylamine In dichloromethane at 0 - 25℃;99.4%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

acetaldehyde
75-07-0

acetaldehyde

2-(2,4-Dichloro-phenylamino)-propionitrile
145100-49-8

2-(2,4-Dichloro-phenylamino)-propionitrile

Conditions
ConditionsYield
With water In dichloromethane for 24h; Ambient temperature;100%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

N-(2,4-dichlorophenyl)-formamide
22923-00-8

N-(2,4-dichlorophenyl)-formamide

Conditions
ConditionsYield
In tetrahydrofuran at -20℃; for 0.25h;100%
In diethyl ether; hexane at 0 - 20℃;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

1-azido-2,4-dichlorobenzene
1965-25-9

1-azido-2,4-dichlorobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 20℃; for 1h; Inert atmosphere;100%
Stage #1: 2,4-Dichloroaniline With hydrogenchloride In water at 20℃; Inert atmosphere;
Stage #2: With sodium nitrite In water at 0 - 5℃; for 0.166667h; Inert atmosphere;
Stage #3: With sodium azide In water at 20℃; for 2h; Inert atmosphere;
89.1%
Stage #1: 2,4-Dichloroaniline With acetic acid; sodium nitrite In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With hydrazine hydrate In dichloromethane at 20℃; for 0.5h;
85%
1,4-oxathiane-2,6-dione
3261-87-8

1,4-oxathiane-2,6-dione

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

C10H9Cl2NO3S

C10H9Cl2NO3S

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h;100%
thiophosgene
463-71-8

thiophosgene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

2, 4-dichlorophenyl isothiocyanate
6590-96-1

2, 4-dichlorophenyl isothiocyanate

Conditions
ConditionsYield
Stage #1: 2,4-Dichloroaniline With sodium carbonate In chloroform Cooling with ice;
Stage #2: thiophosgene In chloroform for 2h; Cooling with ice;
99%
With chloroform Verruehren einer waessr. Suspension;
In chloroform at 20℃; for 2h;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(2,4-dichlorophenyl)-3-phenylpropanamide

N-(2,4-dichlorophenyl)-3-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

ethyl (2,4-dichlorophenyl)carbamate
6333-37-5

ethyl (2,4-dichlorophenyl)carbamate

Conditions
ConditionsYield
With pyridine at 0℃; for 2h;99%
In dichloromethane at 20℃; for 0.5h;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

aniline
62-53-3

aniline

Conditions
ConditionsYield
With ammonium formate In water; isopropyl alcohol at 20℃; for 3h;99%
With methylene blue; sodium hydroxide Kinetics; Concentration; pH-value; Temperature; Irradiation;
(E)-N'-(2-cyano-6-methoxybenzofuran-3-yl)-N,N-dimethylformimidamide

(E)-N'-(2-cyano-6-methoxybenzofuran-3-yl)-N,N-dimethylformimidamide

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

C17H11Cl2N3O2
1422548-54-6

C17H11Cl2N3O2

Conditions
ConditionsYield
With acetic acid at 118℃; for 1h; Microwave irradiation;99%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

1-(2,4-dichlorophenyl)hydrazine hydrochloride

1-(2,4-dichlorophenyl)hydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: 2,4-Dichloroaniline With n-Butyl nitrite In water at 10℃; Acidic conditions; Flow reactor;
Stage #2: With potassium hydrosulfite In water at 76 - 87℃;
Stage #3: With hydrogenchloride In water at 150℃;
98.2%
formic acid
64-18-6

formic acid

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

N-(2,4-dichlorophenyl)-formamide
22923-00-8

N-(2,4-dichlorophenyl)-formamide

Conditions
ConditionsYield
With NaY zeolite functionalized by sulfamic acid/Cu(OAc)2 at 20℃;98%
With PEG-400 at 20℃;89%
formaldehyd
50-00-0

formaldehyd

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

1-benzyl-3-diazo-1,3-dihydro-2H-indol-2-one
461677-71-4

1-benzyl-3-diazo-1,3-dihydro-2H-indol-2-one

1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one
1598427-64-5

1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one

Conditions
ConditionsYield
With dirhodium tetraacetate In water; ethyl acetate at 60℃; for 2h;98%
With rhodium(II) acetate dimer In ethyl acetate at 60℃; for 2h;98%
With rhodium(II) acetate dimer In ethyl acetate at 60℃; for 2h;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

2-methyl-4-chloroquinazoline
6484-24-8

2-methyl-4-chloroquinazoline

N-(2,4-dichlorophenyl)-2-methylquinazolin-4-amine
1177248-91-7

N-(2,4-dichlorophenyl)-2-methylquinazolin-4-amine

Conditions
ConditionsYield
With dmap In toluene at 130℃; for 2h; Catalytic behavior; Microwave irradiation; Sealed tube;98%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

4-chloro-7-methoxy-quinoline-3-carbonitrile
73387-74-3

4-chloro-7-methoxy-quinoline-3-carbonitrile

4-((2,4-dichlorophenyl)amino)-7-methoxyquinoline-3-carbonitrile

4-((2,4-dichlorophenyl)amino)-7-methoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 2,4-Dichloroaniline With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 4-chloro-7-methoxy-quinoline-3-carbonitrile In N,N-dimethyl-formamide for 1h; Heating; Further stages.;
97%
Stage #1: 2,4-Dichloroaniline With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
Stage #2: 4-chloro-7-methoxy-quinoline-3-carbonitrile In N,N-dimethyl-formamide; mineral oil for 2h; Reflux;
64%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-(2,4-dichlorophenyl)acetamide

2-bromo-N-(2,4-dichlorophenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;97%
With triethylamine In dichloromethane at 0 - 25℃; for 2h;
With triethylamine In dichloromethane5.9 g (80.4%)
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

(E)-N'-(2-cyano-4-nitrophenyl)-N,N'-dimethylformimidamide

(E)-N'-(2-cyano-4-nitrophenyl)-N,N'-dimethylformimidamide

4-(2',4'-dichlorophenyl)amino-6-nitroquinazoline
1428063-43-7

4-(2',4'-dichlorophenyl)amino-6-nitroquinazoline

Conditions
ConditionsYield
With acetic acid for 2h; Reflux;97%
With acetic acid Reflux;49%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

N,N'-bis(2,4-dichlorophenyl)isophthalamide

N,N'-bis(2,4-dichlorophenyl)isophthalamide

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 20℃; Inert atmosphere;97%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Tosyl isocyanate
4083-64-1

Tosyl isocyanate

N-{[2,4-dichlorophenyl]carbamoyl}-4-methylbenzenesulfonamide
128924-38-9

N-{[2,4-dichlorophenyl]carbamoyl}-4-methylbenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.0833333h;96%
In dichloromethane95%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

N-benzoyl-N’-(2,4-dichlorophenyl)thiourea
71233-08-4

N-benzoyl-N’-(2,4-dichlorophenyl)thiourea

Conditions
ConditionsYield
In tetrahydrofuran at 60 - 65℃; for 0.166667h; Microwave irradiation;96%
In acetone76%
In acetone
In ethyl acetate for 2h; Reflux;
In acetone at 70℃; for 2h;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

α-[bis(methylthio)methylene]-2-chloro-β-oxobenzenepropanenitrile
175137-51-6

α-[bis(methylthio)methylene]-2-chloro-β-oxobenzenepropanenitrile

(Z)-2-(2-Chloro-benzoyl)-3-(2,4-dichloro-phenylamino)-3-methylsulfanyl-acrylonitrile
180904-28-3

(Z)-2-(2-Chloro-benzoyl)-3-(2,4-dichloro-phenylamino)-3-methylsulfanyl-acrylonitrile

Conditions
ConditionsYield
In dichloromethane for 2h; Heating;96%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride
160842-62-6

3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride

5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2,4-dichloro-phenyl)-amide

5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2,4-dichloro-phenyl)-amide

Conditions
ConditionsYield
With pyridine In dichloromethane Ambient temperature;96%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl N-(2,4-dichlorophenyl)carbamate
65141-15-3

phenyl N-(2,4-dichlorophenyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 0.0833333h;96%
With sodium carbonate In tetrahydrofuran; water; ethyl acetate at 0 - 20℃; for 12h;94%
With pyridine at 0 - 20℃;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

1-indene
95-13-6

1-indene

air

air

2,4-dichloro-6-(3-nitrophenyl)-7H-indeno[2,1-c]quinoline

2,4-dichloro-6-(3-nitrophenyl)-7H-indeno[2,1-c]quinoline

Conditions
ConditionsYield
With urea; zinc(II) chloride at 110℃; for 1h; Green chemistry;96%
phthalic anhydride
85-44-9

phthalic anhydride

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

2-(2,4-dichlorophenyl)isoindoline-1,3-dione
80460-33-9

2-(2,4-dichlorophenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 1.5h; Reflux;95%
at 180℃;
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

3,3'-Dihydroxy-4,4'-dioxo-1,1',4,4'-tetrahydro-1,1'-binaphthyliden
76364-88-0

3,3'-Dihydroxy-4,4'-dioxo-1,1',4,4'-tetrahydro-1,1'-binaphthyliden

3,3'-Bis-(2,4-dichloranilino)-4,4'-dioxo-1,1',4,4'-tetrahydro-1,1'-binaphthyliden
74362-98-4

3,3'-Bis-(2,4-dichloranilino)-4,4'-dioxo-1,1',4,4'-tetrahydro-1,1'-binaphthyliden

Conditions
ConditionsYield
In acetic acid Heating;95%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

N-(2,4-dichloro-phenyl)-sulfur imide oxide
21250-19-1

N-(2,4-dichloro-phenyl)-sulfur imide oxide

Conditions
ConditionsYield
With thionyl chloride sulfinylation;95%
With thionyl chloride In benzene for 4h; Heating;

2,4-Dichloroaniline Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Dichloroaniline Specification

This chemical is called 2,4-Dichloroaniline, and its CAS registry number is 554-00-7. With the classification code Mutation data, its product categories are Intermediates of Dyes and Pigments; Chlorobenzene Series; Organics; Amines; AromaticsPesticides & Metabolites; Chemical Class; D; DAlphabetic; DIA - DIC; C2 to C6; Nitrogen Compounds. It should be stored at 0-6°C. Ensure that the surroundings is ventilated and dry. Moreover, this chemical could be obtained by the acetanilide.

Other characteristics of the 2,4-Dichloroaniline can be summarised as followings: (1)ACD/LogP: 2.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.74; (4)ACD/LogD (pH 7.4): 2.74; (5)ACD/BCF (pH 5.5): 71.32; (6)ACD/BCF (pH 7.4): 71.34; (7)ACD/KOC (pH 5.5): 738.08; (8)ACD/KOC (pH 7.4): 738.32; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.02 Å2; (13)Index of Refraction: 1.613; (14)Molar Refractivity: 40.27 cm3; (15)Molar Volume: 115.6 cm3; (16)Polarizability: 15.96×10-24cm3; (17)Surface Tension: 48.3 dyne/cm; (18)Density: 1.401 g/cm3; (19)Flash Point: 100.2 °C; (20)Enthalpy of Vaporization: 47.9 kJ/mol; (21)Boiling Point: 242.1 °C at 760 mmHg; (22)Vapour Pressure: 0.0347 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Besides, it's very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Its container must be disposed of as hazardous waste. Avoid releasing it to the environment. Refer to special instructions / safety data sheets.

You can still convert the following datas into molecular structure:
1.SMILES: Clc1cc(Cl)c(N)cc1
2.InChI: InChI=1/C6H5Cl2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2
3.InChIKey: KQCMTOWTPBNWDB-UHFFFAOYAS

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 113mg/kg (113mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913.
mouse LD50 intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Office of Toxic Substances Report. Vol. OTS,
mouse LD50 oral 400mg/kg (400mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Office of Toxic Substances Report. Vol. OTS,
rat LD50 intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Office of Toxic Substances Report. Vol. OTS,
rat LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Office of Toxic Substances Report. Vol.

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