Product Name

  • Name

    2,5-Dichloroaniline

  • EINECS 202-455-2
  • CAS No. 95-82-9
  • Article Data72
  • CAS DataBase
  • Density 1.401 g/cm3
  • Solubility water: 0.56 g/L (20 °C)
  • Melting Point 48 °C
  • Formula C6H5Cl2N
  • Boiling Point 250.999 °C at 760 mmHg
  • Molecular Weight 162.018
  • Flash Point 100.361 °C
  • Transport Information UN 3442 6.1/PG 2
  • Appearance light brown solid
  • Safety 28-36/37-45-60-61-28
  • Risk Codes 23/24/25-33-50/53
  • Molecular Structure Molecular Structure of 95-82-9 (2,5-Dichloroaniline)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms Lake Scarlet GG Base;Hiltonil Fast Scarlet 2G Base;Azoene Fast Scarlet 2G Base;Naphtoelan Fast Scarlet GG Base;Fast scarlet 2g base;Naphtoelan fast scarlet GG salt;Amarthol fast scarlet GG salt;Mitsui scarlet GG salt;CI Azoic Diazo Component 3;Symulon scarlet 2g salt;Kayaku Scarlet GG Base;Azogene Fast Scarlet GGC;Spectrolene Scarlet 2G;
  • PSA 26.02000
  • LogP 3.15680

Synthetic route

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With hydrogen; zinc dibromide; palladium on activated charcoal In ethyl acetate under 760 Torr;100%
99%
With platinum on activated charcoal; hydrogen at 60℃; for 1h; Temperature; Inert atmosphere; Autoclave; Supercritical conditions;99.4%
para-dichlorobenzene
106-46-7

para-dichlorobenzene

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
Stage #1: para-dichlorobenzene With sulfuric acid; nitric acid
Stage #2: With platinum on activated charcoal; hydrogen In acetic acid under 3102.97 Torr;
95%
With ammonium hydroxide; bis(acetylacetonate)oxovanadium; tetrabutylammomium bromide; dihydrogen peroxide In acetonitrile at 90℃; for 5h; Reagent/catalyst; Solvent; Time; Molecular sieve;57%
Multi-step reaction with 2 steps
1: H2SO4; HNO3
2: 88.9 percent / aq. H2SO4 / ethanol / 48 - 50 °C / Electrochemical reaction
View Scheme
Multi-step reaction with 2 steps
1: bei der Nitrierung
2: tin; hydrochloric acid
View Scheme
2,5-dichlorobenzeneboronic acid
135145-90-3

2,5-dichlorobenzeneboronic acid

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 20h;89%
N-(2,5-dichlorophenyl)benzamide
6626-75-1

N-(2,5-dichlorophenyl)benzamide

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With sulfuric acid for 3h; Heating;82%
pyridine
110-86-1

pyridine

(2,5-dichlorophenyl)hydrazine
305-15-7

(2,5-dichlorophenyl)hydrazine

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

para-dichlorobenzene
106-46-7

para-dichlorobenzene

C

2-(2,5-dichlorophenyl)pyridine
4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

4-(2,5-Dichloro-phenyl)-pyridine
4467-14-5

4-(2,5-Dichloro-phenyl)-pyridine

Conditions
ConditionsYield
With KO2 for 10h; Ambient temperature; Yield given. Further byproducts given;A 6%
B 59%
C n/a
D n/a
(2,5-dichlorophenyl)hydrazine
305-15-7

(2,5-dichlorophenyl)hydrazine

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

para-dichlorobenzene
106-46-7

para-dichlorobenzene

C

2-(2,5-dichlorophenyl)pyridine
4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

4-(2,5-Dichloro-phenyl)-pyridine
4467-14-5

4-(2,5-Dichloro-phenyl)-pyridine

Conditions
ConditionsYield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;A 6%
B 59%
C n/a
D n/a
3-Chloroacetanilide
588-07-8

3-Chloroacetanilide

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Durch Chlorieren und Destillation des Reaktionsproduktes mit Natronlauge;
With acetic acid Durch Chlorieren;
N-chloro-m-chloroacetanilide
29551-86-8

N-chloro-m-chloroacetanilide

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Verseifen des Reaktionsproduktes;
With acetic acid und Verseifung des Reaktionsproduktes;
1,4-dichloro-2-nitroso-benzene
67083-41-4

1,4-dichloro-2-nitroso-benzene

sodium methylate
124-41-4

sodium methylate

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

bis-(2,5-dichloro-phenyl)-diazene-N-oxide
961-28-4

bis-(2,5-dichloro-phenyl)-diazene-N-oxide

3,6-dichloroanthranilic acid
3032-32-4

3,6-dichloroanthranilic acid

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
at 230 - 240℃;
3,6-dichloroanthranilic acid
3032-32-4

3,6-dichloroanthranilic acid

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 230 - 240℃;
2,5-dichloro-4-(2,5-dichloro-phenylazo)-aniline

2,5-dichloro-4-(2,5-dichloro-phenylazo)-aniline

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

2,5-dichloro-1,4-phenylenediamine
20103-09-7

2,5-dichloro-1,4-phenylenediamine

Conditions
ConditionsYield
bei der Reduktion;
N,N-diethyl-4-(2,5-dichloro-phenylazo)-2-methyl-aniline

N,N-diethyl-4-(2,5-dichloro-phenylazo)-2-methyl-aniline

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

N,N-diethyl-2-methyl-p-phenylenediamine
2628-71-9

N,N-diethyl-2-methyl-p-phenylenediamine

Conditions
ConditionsYield
bei der Reduktion;
propan-1-ol
71-23-8

propan-1-ol

sodium n-propoxide
6819-41-6

sodium n-propoxide

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

benzene
71-43-2

benzene

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

N-(2,5-dichloro-phenyl)-alanine
99586-92-2

N-(2,5-dichloro-phenyl)-alanine

sodium ethanolate
141-52-6

sodium ethanolate

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

benzene
71-43-2

benzene

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

bis-(2,5-dichloro-phenyl)-diazene-N-oxide
961-28-4

bis-(2,5-dichloro-phenyl)-diazene-N-oxide

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

N-(2,5-dichloro-phenyl)-hydroxylamine
43192-05-8

N-(2,5-dichloro-phenyl)-hydroxylamine

Conditions
ConditionsYield
With sodium hydrogensulfide; water; calcium chloride
8-(2,5-dichloro-phenylazo)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione

8-(2,5-dichloro-phenylazo)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione

Na2S2O4

Na2S2O4

aqueous alkali

aqueous alkali

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

8-amino-theophylline

8-amino-theophylline

ethanol
64-17-5

ethanol

5-methyl-2-phenyl-2H-pyrazole-3,4-dione 4-[(2,5-dichloro-phenyl)-hydrazone]
53847-61-3

5-methyl-2-phenyl-2H-pyrazole-3,4-dione 4-[(2,5-dichloro-phenyl)-hydrazone]

acetic acid
64-19-7

acetic acid

zinc dust

zinc dust

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

rubazonic acid

rubazonic acid

Conditions
ConditionsYield
durch Oxydation an der Luft in Gegenwart von Eisenchlorid;
hydrogenchloride
7647-01-0

hydrogenchloride

nitrobenzene
98-95-3

nitrobenzene

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
at 245℃;
ethanol
64-17-5

ethanol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Raney nickel

Raney nickel

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
at 50 - 100℃; Hydrogenation;
hydrogenchloride
7647-01-0

hydrogenchloride

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

tin

tin

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

hydrogenchloride
7647-01-0

hydrogenchloride

2,5,2',5'-tetrachlorodiazoaminobenzene
893-39-0

2,5,2',5'-tetrachlorodiazoaminobenzene

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

2,3,5,6-tetrachlorobenzene-1,4-diol
87-87-6

2,3,5,6-tetrachlorobenzene-1,4-diol

Conditions
ConditionsYield
at 130℃;
hydrogenchloride
7647-01-0

hydrogenchloride

2,5,2',5'-tetrachlorodiazoaminobenzene
893-39-0

2,5,2',5'-tetrachlorodiazoaminobenzene

tin dichloride

tin dichloride

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

(2,5-dichlorophenyl)hydrazine
305-15-7

(2,5-dichlorophenyl)hydrazine

chlorine
7782-50-5

chlorine

3-chloro-aniline
108-42-9

3-chloro-aniline

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

2,3,4-trichloroaniline
634-67-3

2,3,4-trichloroaniline

C

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

D

2,4,5-trichloroaniline
636-30-6

2,4,5-trichloroaniline

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

alcoholic potash

alcoholic potash

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

p-chloro-o-nitrophenol
89-64-5

p-chloro-o-nitrophenol

C

bis-(2,5-dichloro-phenyl)-diazene-N-oxide
961-28-4

bis-(2,5-dichloro-phenyl)-diazene-N-oxide

para-dichlorobenzene
106-46-7

para-dichlorobenzene

SO2

SO2

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

3-Chloroacetanilide
588-07-8

3-Chloroacetanilide

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KHCO3; hypochlorous acid
2: glacial acetic acid / und Verseifung des Reaktionsproduktes
View Scheme
benzene
71-43-2

benzene

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: iodine; chlorine
2: bei der Nitrierung
3: tin; hydrochloric acid
View Scheme
3-chloro-aniline
108-42-9

3-chloro-aniline

2-Chloroaniline
95-51-2

2-Chloroaniline

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With aniline
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

edaravone
89-25-8

edaravone

pigment yellow 10
6407-75-6

pigment yellow 10

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.166667h;
Stage #2: 3-methyl-1-phenylpyrazolin-5-(4H)-one In water at 20℃; for 0.166667h;
99%
3-methyl-1-phenylpyrazolin-5(4H)-one
19735-89-8

3-methyl-1-phenylpyrazolin-5(4H)-one

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

pigment yellow 10
6407-75-6

pigment yellow 10

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Green chemistry;
Stage #2: 3-methyl-1-phenylpyrazolin-5(4H)-one In water at 20℃; for 0.166667h; Green chemistry;
99%
tetrafluoroboric acid

tetrafluoroboric acid

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-dichloroaniline diazonium fluoroboric salt

2,5-dichloroaniline diazonium fluoroboric salt

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogenchloride; acetic acid; sodium nitrite In water at 0 - 50℃;
Stage #2: tetrafluoroboric acid In water at 5℃;
98.7%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-dichloroanilinium hydrogen sulfate
74220-11-4

2,5-dichloroanilinium hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid In dichloromethane98.56%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,4-dibromo-3,6-dichloroaniline
27761-65-5

2,4-dibromo-3,6-dichloroaniline

Conditions
ConditionsYield
With bromine In water at 20℃; for 0.166667h;98%
With bromine
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 2h;
With bromine at 20 - 25℃; for 0.0333333h; pH=8.5 - 9; aq. buffer;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester
79607-22-0, 70271-77-1

6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

6-chloro-4-oxo-N'-(2,5-dichlorophenyl)-1,4-dihydroquinoline-3-carboxamide
1636164-11-8

6-chloro-4-oxo-N'-(2,5-dichlorophenyl)-1,4-dihydroquinoline-3-carboxamide

Conditions
ConditionsYield
In diphenylether at 210℃; for 1h;98%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

1-hydroxy-9,9-dimethoxy-10-anthrone
81386-60-9

1-hydroxy-9,9-dimethoxy-10-anthrone

1-hydroxy-9-(2,5-dichlorophenylimino)-10-anthrone

1-hydroxy-9-(2,5-dichlorophenylimino)-10-anthrone

Conditions
ConditionsYield
In toluene for 18h; Reflux;98%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With fluoro alcohol In water; ethyl acetate; acetonitrile at -20℃; for 0.0833333h;97%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

5-chloro-2-mercaptobenzothiazole
5331-91-9

5-chloro-2-mercaptobenzothiazole

Conditions
ConditionsYield
In dimethyl sulfoxide at 160℃;97%
In N,N-dimethyl-formamide at 120℃; for 0.2h; microwave irradiation;93%
for 0.0833333h; Microwave irradiation;79%
sodium molybdate

sodium molybdate

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Mo(VI)[(N-2,5-Cl3C6H2)2Cl2(dimethoxyethane)]
339550-51-5

Mo(VI)[(N-2,5-Cl3C6H2)2Cl2(dimethoxyethane)]

Conditions
ConditionsYield
With triethylamine In 1,2-dimethoxyethane byproducts: [(CH3)3Si]2O, NaCl, (C2H5)3NHCl; (Ar), mixed with suspn. of Mo complex, treated with chloromethylsilane, stirred under reflux for 18 h, cooled to room temp.; filtered, washed (DME), evapd.(vac.), cooled to 0°C, elem. anal.,NMR, MAS, XRD;97%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

1-phenylethyl 2,2,2-trichloroacetimidate
99421-72-4

1-phenylethyl 2,2,2-trichloroacetimidate

2,5-dichloro-N-(1-phenylethyl)aniline
1036572-20-9

2,5-dichloro-N-(1-phenylethyl)aniline

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane at 20℃; for 24h; Reagent/catalyst; Inert atmosphere;97%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

N-(2,5-dichlorophenyl)-N'-benzoylthiocarbamide
6281-57-8

N-(2,5-dichlorophenyl)-N'-benzoylthiocarbamide

Conditions
ConditionsYield
In tetrahydrofuran at 60 - 65℃; for 0.166667h; Microwave irradiation;96%
In acetone79%
In acetone
In acetone
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

3-(trimethylsilyl)propynoyl chloride
66224-70-2

3-(trimethylsilyl)propynoyl chloride

N-(2,5-dichlorophenyl)-3-(trimethylsilyl)prop-2-ynamide

N-(2,5-dichlorophenyl)-3-(trimethylsilyl)prop-2-ynamide

Conditions
ConditionsYield
With pyridine In diethyl ether at -50℃; for 1h; Acylation;96%
In diethyl ether at 25℃; for 1h;
formic acid
64-18-6

formic acid

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

N-(2,5-dichlorophenyl)formamide
6639-55-0

N-(2,5-dichlorophenyl)formamide

Conditions
ConditionsYield
at 20℃; for 4h; Green chemistry;95%
at 20℃; for 3.33333h; Irradiation;95%
at 20℃; for 72h;67%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2-bromo-1,4-dichlorobenzene
1435-50-3

2-bromo-1,4-dichlorobenzene

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogen bromide; sodium nitrite In water at -5 - 0℃; for 0.0833333h;
Stage #2: With hydrogen bromide; copper(I) bromide In water at 20 - 50℃; for 0.75h;
95%
Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr und HBr;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

1,4-dichloro-2-fluorobenzene
348-59-4

1,4-dichloro-2-fluorobenzene

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogenchloride; fluoroboric acid; sodium nitrite In water at 25℃; for 0.00555556h; Balz-Schiemann Reaction;
Stage #2: In 1,2-dichloro-benzene at 200℃; for 0.0166667h; Balz-Schiemann Reaction;
95%
With hydrogenchloride; tetrafluoroboric acid; sodium nitrite Erhitzen des Reaktionsprodukts;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5,2',5'-tetrachlorodiazoaminobenzene
893-39-0

2,5,2',5'-tetrachlorodiazoaminobenzene

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 3h;95%
With hydrogenchloride; sodium acetate; sodium nitrite
Stage #1: 2,5 dichloroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.333333h;
Stage #2: 2,5 dichloroaniline In water at 0 - 5℃; for 0.0833333h;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-hexanedione
110-13-4

2,5-hexanedione

N-(2′,5′-dichlorophenyl)-2,5-dimethylpyrrole

N-(2′,5′-dichlorophenyl)-2,5-dimethylpyrrole

Conditions
ConditionsYield
With calcium(II) chloride dihydrate In neat (no solvent) for 0.166667h; Paal-Knorr Pyrrole Synthesis; Microwave irradiation; Green chemistry;95%
With Cl(1-)*C5H14NO(1+)*3ZnCl2 In neat (no solvent) at 20℃; for 0.166667h; Paal-Knorr Pyrrole Synthesis; Sealed tube; Sonication; Green chemistry;86%
With MIL-53(Al) In neat (no solvent) at 80℃; for 0.5h; Paal-Knorr Pyrrole Synthesis; Sonication;85%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

A

1,4-dibromo-2,5-dichlorobenzene
4571-24-8

1,4-dibromo-2,5-dichlorobenzene

B

1,2,4-tribromo-3,6-dichlorobenzene
73557-61-6

1,2,4-tribromo-3,6-dichlorobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; bromine; copper(ll) bromide In acetonitrile at 50℃; for 0.25h;A 2%
B 95%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

[Bis(methylthio)methylene]malononitrile
5147-80-8

[Bis(methylthio)methylene]malononitrile

2-[(2,5-Dichloro-phenylamino)-methylsulfanyl-methylene]-malononitrile

2-[(2,5-Dichloro-phenylamino)-methylsulfanyl-methylene]-malononitrile

Conditions
ConditionsYield
With resin D261 In acetonitrile Heating;95%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

phenylacetylene
536-74-3

phenylacetylene

2,5-dichloro-N-(1-phenylethylidene)aniline

2,5-dichloro-N-(1-phenylethylidene)aniline

Conditions
ConditionsYield
With Ph3P-Au(phthalimide); C20H38N5(1+)*H(1+)*2BF4(1-) at 50℃; for 4h; Inert atmosphere;95%
With C20H38N5(1+)*H(1+)*2BF4(1-); C16H8AuN2O4(1-)*C15H29N2(1+) at 50℃; for 4h; Inert atmosphere;93%
With gallium(III) trichloride at 60℃; for 12h; regioselective reaction;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

5-bromo-2-prop-2-ynyloxy-benzaldehyde
122835-14-7

5-bromo-2-prop-2-ynyloxy-benzaldehyde

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

dimethyl ((5-bromo-2-(prop-2-yn-1-yloxy)phenyl)((2,5-dichlorophenyl)amino)methyl)phosphonate

dimethyl ((5-bromo-2-(prop-2-yn-1-yloxy)phenyl)((2,5-dichlorophenyl)amino)methyl)phosphonate

Conditions
ConditionsYield
With triethylamine sulfate In neat (no solvent) at 20℃; for 0.5h; Green chemistry;95%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

Potassium; 4-amino-2,5-dichloro-benzenesulfonate

Potassium; 4-amino-2,5-dichloro-benzenesulfonate

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid In 1,2-dichloro-benzene at 35 - 40℃; Product distribution; var. alkaline agents;94.1%
With potassium hydroxide; sulfuric acid In 1,2-dichloro-benzene at 35 - 40℃; Yield given;
formaldehyd
50-00-0

formaldehyd

2,5 dichloroaniline
95-82-9

2,5 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-((2,5-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one
1598427-65-6

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

Conditions
ConditionsYield
With dirhodium tetraacetate In water; ethyl acetate at 60℃; for 2h;94%
With rhodium(II) acetate dimer In ethyl acetate at 60℃; for 2h;94%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

carbon monoxide
201230-82-2

carbon monoxide

o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

2-(2,5-dichlorophenyl)isoindoline-1,3-dione
1485-35-4

2-(2,5-dichlorophenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 1h; Schlenk technique;94%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

5-chloro-2-mercaptobenzothiazole
5331-91-9

5-chloro-2-mercaptobenzothiazole

Conditions
ConditionsYield
93.5%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-dichloroaniline-3-sulfonic acid

2,5-dichloroaniline-3-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-benzene at 175 - 180℃; 3-5 h;93.2%
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

p-benzoquinone
106-51-4

p-benzoquinone

2-(2',5'-dichlorophenyl)-1,4-benzoquinone
79756-69-7

2-(2',5'-dichlorophenyl)-1,4-benzoquinone

Conditions
ConditionsYield
Stage #1: 2,5 dichloroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1.5h;
Stage #2: p-benzoquinone With sodium acetate In water
93%
Meerwein arylation;70%

2,5-Dichloroaniline Consensus Reports

Reported in EPA TSCA Inventory.

2,5-Dichloroaniline Specification

The 2,5-Dichloroaniline, with the CAS registry number 95-82-9, is also known as Benzenamine, 2,5-dichloro-. It belongs to the product categories of Intermediates of Dyes and Pigments; Dyes and Pigments; Amines; C2 to C6; Nitrogen Compounds; Alpha Sort; Aromatics Pesticides & Metabolites; Chemical Class; D; DAlphabetic; DIA - DIC. Its EINECS registry number is 202-455-2. This chemical's molecular formula is C6H5Cl2N and molecular weight is 162.02. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2,5-Dichloroaniline are: (1)ACD/LogP: 2.715; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.72; (4)ACD/LogD (pH 7.4): 2.72; (5)ACD/BCF (pH 5.5): 68.10; (6)ACD/BCF (pH 7.4): 68.11; (7)ACD/KOC (pH 5.5): 714.10; (8)ACD/KOC (pH 7.4): 714.18; (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: 40.279 cm3; (15)Molar Volume: 115.615 cm3; (16)Polarizability: 15.968×10-24 cm3; (17)Surface Tension: 48.33 dyne/cm; (18)Density: 1.401 g/cm3; (19)Flash Point: 100.361 °C; (20)Enthalpy of Vaporization: 48.829 kJ/mol; (21)Boiling Point: 250.999 °C at 760 mmHg; (22)Vapour Pressure: 0.021 mmHg at 25 °C.

Preparation of 2,5-Dichloroaniline: This chemical can be prepared by pyridine with (2,5-dichloro-phenyl)-hydrazine. This reaction needs reagent KO2 at ambient temperature. The reaction time is 10 hours. The yield is 59 %.

Preparation of 2,5-Dichloroaniline

Uses of 2,5-Dichloroaniline: (1) It is used for synthetizing dye intermediates, it is also used in the manufacture of nitrogen fertilizer synergist. (2) It is used to produce other chemicals. For example, it can react with formic acid to get formic acid-(2,5-dichloro-anilide). This reaction temperature is 20 °C. The reaction time is 72 hours. The yield is 67 %.

2,5-Dichloroaniline can react with formic acid to get formic acid-(2,5-dichloro-anilide).

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health at low levels. It's very toxic by inhalation, in contact with skin and if swallowed. So you should keep it away from food, drink and animal feeding stuffs. After contacting with skin, you should wash immediately with plenty of abluent which is be specified by the manufacturer. In case of accident or if you feel unwell seek medical advice immediately. In addition, it may present an immediate or delayed danger to one or more components of the environment. This chemical very toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment. What's more, it may cause danger of cumulative effects. Therefore, this material and its container must be disposed of as hazardous waste. And you should refer to special instructions/safety data sheet before releasing it to the environment.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1ccc(Cl)c(N)c1
(2) InChI: InChI=1S/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2
(3) InChIKey: AVYGCQXNNJPXSS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3750mg/kg (3750mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(4), Pg. 8, 1968.
mouse LD50 intraperitoneal 400mg/kg (400mg/kg)   Office of Toxic Substances Report. Vol. OTS,
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00202,
mouse LD50 oral 1600mg/kg (1600mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rabbit LD50 oral 3750mg/kg (3750mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(4), Pg. 8, 1968.
rat LD50 intraperitoneal 400mg/kg (400mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rat LD50 oral 1600mg/kg (1600mg/kg)   Office of Toxic Substances Report. Vol. OTS,

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