Product Name

  • Name

    2,5-Dichloronitrobenzene

  • EINECS 201-923-3
  • CAS No. 89-61-2
  • Article Data51
  • CAS DataBase
  • Density 1.533 g/cm3
  • Solubility Soluble in water, ethanol, ether, benzene, carbon disulfide. Slightly soluble in carbon tetrachloride.
  • Melting Point 52-54 °C(lit.)
  • Formula C6H3Cl2NO2
  • Boiling Point 267 °C at 760 mmHg
  • Molecular Weight 192.001
  • Flash Point 109.4 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance yellow flakes
  • Safety 26-60
  • Risk Codes 22-36-51/53
  • Molecular Structure Molecular Structure of 89-61-2 (2,5-Dichloronitrobenzene)
  • Hazard Symbols HarmfulXn; DangerousN
  • Synonyms 2,5-Dichloronitrobenzol;2,5-Dichloro-1-nitrobenzene;Benzene, 2,5-dichloronitro-;Benzene, 1,4-dichloro-2-nitro-;2,5-Dichlornitrobenzen [Czech];2, 5-Dichlornitrobenzen;1-Nitro-2,5-dichlorobenzene;Nitro-p-dichlorobenzene;1,4-dichloro-2-nitro-benzene;1,4-Dichloro-2-nitrobenzene;
  • PSA 45.82000
  • LogP 3.42480

Synthetic route

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%
para-dichlorobenzene
106-46-7

para-dichlorobenzene

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With ortho-difluorobenzene; sulfuric acid; nitric acid at 35℃; Temperature;96.7%
With sulfuric acid; nitric acid at 0 - 23℃; for 0.283333h; Inert atmosphere;93%
With nitric acid
4-chloro-2-nitro-benzoic acid
6280-88-2

4-chloro-2-nitro-benzoic acid

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;78%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;54%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;54%
2-nitro-4-chlorobenzenediazonium cation
27165-22-6

2-nitro-4-chlorobenzenediazonium cation

A

4,4'-dichloro-2,2'-dinitrobiphenyl
56978-50-8

4,4'-dichloro-2,2'-dinitrobiphenyl

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; copper dichloride
3,6-dichloro-2-nitro-benzaldehyde
10203-04-0

3,6-dichloro-2-nitro-benzaldehyde

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With potassium hydroxide at 100℃;
3,4-dinitroaniline
610-41-3

3,4-dinitroaniline

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 40℃; anschliessendes Behandeln mit Kupfer(I)-chlorid und konz. wss. Salzsaeure bei 70grad;
nitrobenzene
98-95-3

nitrobenzene

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With antimonypentachloride beim Chlorieren;
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With antimonypentachloride bei der Chlorierung;
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

B

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

C

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;
nitrobenzene
98-95-3

nitrobenzene

A

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

B

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

C

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

D

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

E

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

F

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 60 - 120℃; Product distribution; Kinetics; relative rates of each steps;
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

B

1-chloro-2,6-dinitrobenzene
606-21-3

1-chloro-2,6-dinitrobenzene

C

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

D

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; nitric acid at 25℃; Product distribution;A 0.2 % Chromat.
B 6.7 % Chromat.
C 94.8 % Chromat.
D 0.3 % Chromat.
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;
para-dichlorobenzene
106-46-7

para-dichlorobenzene

A

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

B

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

Conditions
ConditionsYield
With antimonypentachloride; Nitryl chloride In dichloromethane at 20℃; for 0.25h;A 96 % Chromat.
B 4 % Chromat.
chlorine
7782-50-5

chlorine

iron(III) chloride
7705-08-0

iron(III) chloride

nitrobenzene
98-95-3

nitrobenzene

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
at 20℃;
chlorine
7782-50-5

chlorine

iron(III) chloride
7705-08-0

iron(III) chloride

nitrobenzene
98-95-3

nitrobenzene

A

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
at 40 - 42℃;
chlorine
7782-50-5

chlorine

iron(III) chloride
7705-08-0

iron(III) chloride

nitrobenzene
98-95-3

nitrobenzene

A

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

B

hexachlorobenzene
118-74-1

hexachlorobenzene

C

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

antimonypentachloride
7647-18-9

antimonypentachloride

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

C

2.3-dichloro-1-nitrobenzene

2.3-dichloro-1-nitrobenzene

Conditions
ConditionsYield
at 100℃; durch Chlorierung;
antimony(III) chloride
10025-91-9

antimony(III) chloride

chlorine
7782-50-5

chlorine

nitrobenzene
98-95-3

nitrobenzene

A

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

antimony(III) chloride
10025-91-9

antimony(III) chloride

chlorine
7782-50-5

chlorine

nitrobenzene
98-95-3

nitrobenzene

A

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

B

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

C

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

sulfuric acid
7664-93-9

sulfuric acid

A

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

B

4.4'-dichloro-3.3'-dinitro-diphenyl

4.4'-dichloro-3.3'-dinitro-diphenyl

Conditions
ConditionsYield
at 0℃; Diazotieren und Behandeln mit Kupfer(I)-chlorid und konz.Salzsaeure;
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

antimony chloride

antimony chloride

A

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
bei der Chlorierung;
3,6-dichloro-2-nitro-benzaldehyde
10203-04-0

3,6-dichloro-2-nitro-benzaldehyde

aqueous KOH-solution

aqueous KOH-solution

A

formic acid
64-18-6

formic acid

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

3-chloro-4-nitroaniline
825-41-2

3-chloro-4-nitroaniline

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitrous acid; alcohol
2: antimony chloride / bei der Chlorierung
View Scheme
3-Chloroacetanilide
588-07-8

3-Chloroacetanilide

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated sulfuric acid; nitric acid / man erhitzt mit Ammoniak im geschlossenen Rohr auf 160grad und trennt die beiden entstandenen Chlor-nitro-aniline durch Destillation mit Wasserdampf
2: nitrous acid; alcohol
3: antimony chloride / bei der Chlorierung
View Scheme
benzene
71-43-2

benzene

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iodine; chlorine
2: bei der Nitrierung
View Scheme
nitrobenzene
98-95-3

nitrobenzene

A

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

B

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

C

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With trichloroisocyanuric acid at 200℃; for 5h; Inert atmosphere;
(R,S)-1-(4-chloro-2-nitrophenyl)ethanol
787633-79-8

(R,S)-1-(4-chloro-2-nitrophenyl)ethanol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; potassium carbonate; copper dichloride; silver(l) oxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 36h; Autoclave;80 %Chromat.
4'-chloro-2'-nitroacetophenone
23082-51-1

4'-chloro-2'-nitroacetophenone

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 0 °C
2: potassium carbonate; copper dichloride; 1,10-Phenanthroline; oxygen; silver(l) oxide / dimethyl sulfoxide / 36 h / 140 °C / 3750.38 Torr / Autoclave
View Scheme
morpholine
110-91-8

morpholine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-(4-chloro-2-nitro-phenyl)morpholine
65976-60-5

4-(4-chloro-2-nitro-phenyl)morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
at 2℃; Heating;50%
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%
2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With ammonia at 125℃; under 15001.5 Torr; for 1h; Autoclave;99.85%
4-chloro-phenol
106-48-9

4-chloro-phenol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene
135-12-6

4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene

Conditions
ConditionsYield
With potassium hydroxide at 135 - 140℃; for 3.5h; Reagent/catalyst; Temperature; Large scale;99.53%
With potassium hydroxide In water at 170℃; for 2.5h; Inert atmosphere;97%
Stage #1: 4-chloro-phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.666667h;
Stage #2: 2,5-dichloronitrobenzene In N,N-dimethyl-formamide; mineral oil at 80℃; for 1.25h;
93%
With sodium hydride In N,N-dimethyl-formamide at 20℃;
diethylamine
109-89-7

diethylamine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

N-(4-Chloro-2-nitrophenyl)diethylamine
86309-90-2

N-(4-Chloro-2-nitrophenyl)diethylamine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;98%
With methanol at 150℃; Kinetik der Reaktion bei 85grad und 110grad;
pyrrolidine
123-75-1

pyrrolidine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

5-chloro-2-(1-pyrrolidinyl)nitrobenzene
41173-36-8

5-chloro-2-(1-pyrrolidinyl)nitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;97%
at 2℃; Heating;
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

ethyl 2-(4-chloro-2-nitrophenyl)-2-cyanoacetate
65547-99-1

ethyl 2-(4-chloro-2-nitrophenyl)-2-cyanoacetate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃;97%
Stage #1: ethyl 2-cyanoacetate With sodium hydride; dimethyl sulfoxide In mineral oil for 0.166667h;
Stage #2: 2,5-dichloronitrobenzene In mineral oil at 20℃; for 1h;
71%
With sodium ethanolate 1.) EtOH, 2.) EtOH, reflux, 12 h; Multistep reaction;
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2-(4chloro-N-methyl-2-nitranilino)ethanol
103748-12-5

2-(4chloro-N-methyl-2-nitranilino)ethanol

Conditions
ConditionsYield
In pyridine for 5h; Heating;97%
piperidine
110-89-4

piperidine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

1-(4-chloro-2-nitrophenyl)piperidine
33784-44-0

1-(4-chloro-2-nitrophenyl)piperidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 18.5h;96.4%
2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

phenol
108-95-2

phenol

4-chloro-2-nitro-1-phenoxybenzene
91-39-4

4-chloro-2-nitro-1-phenoxybenzene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide96%
In ethyl acetate; N,N-dimethyl-formamide95%
With sodium hydroxide; tetrabutylammomium bromide In water for 30h; Heating;81%
methanol
67-56-1

methanol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-2-nitroanisole
89-21-4

4-chloro-2-nitroanisole

Conditions
ConditionsYield
With sodium hydroxide at 70℃; for 2h;95%
With sodium hydroxide; copper chloride; glycerol
With zinc hydroxide at 150 - 160℃;
With sodium carbonate at 155 - 165℃;
2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2,4,4'-trichloro-2'-nitrodiphenyl ether
2392-48-5

2,4,4'-trichloro-2'-nitrodiphenyl ether

Conditions
ConditionsYield
Stage #1: 2,4-dichlorophenol With potassium hydroxide In water at 110℃;
Stage #2: 2,5-dichloronitrobenzene In water at 150℃;
95%
With potassium hydroxide
With potassium hydroxide In dimethyl sulfoxide at 100℃;
With potassium hydroxide In water at 125 - 130℃; Large scale;4642.3 g
methyl thiosalicylate
17999-25-6

methyl thiosalicylate

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

methyl S-(2-nitro-4-chloromethylphenyl)thiosalicylate

methyl S-(2-nitro-4-chloromethylphenyl)thiosalicylate

Conditions
ConditionsYield
In methanol; sodium hydroxide; water95%
3-(methylsulfonyl)propan-1-amine monohydrochloride

3-(methylsulfonyl)propan-1-amine monohydrochloride

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-N-(3-(methylsulfonyl)propyl)-2-nitroaniline

4-chloro-N-(3-(methylsulfonyl)propyl)-2-nitroaniline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol for 14h; Reflux;94%
thiophenol
108-98-5

thiophenol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-2-nitrophenyl phenyl sulfide
4548-56-5

4-chloro-2-nitrophenyl phenyl sulfide

Conditions
ConditionsYield
With ammonium acetate In ethanol for 48h; Heating;92%
With sodium hydroxide In ethanol for 1h; Heating;90%
With caesium carbonate In acetonitrile at 130℃; for 0.133333h; Microwave irradiation;66%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

methyl 4-(4-chloro-2-nitrophenoxy)benzoate
943617-66-1

methyl 4-(4-chloro-2-nitrophenoxy)benzoate

Conditions
ConditionsYield
With sodium carbonate In ethanol Heating / reflux;92%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2-[(4-chloro-2-nitrophenyl)thio]pyridine
126395-05-9

2-[(4-chloro-2-nitrophenyl)thio]pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 0.166667h; Microwave irradiation;92%
With sodium In methanol at 65℃; for 7h; Inert atmosphere; Reflux; regioselective reaction;71%
2-Naphthalenethiol
91-60-1

2-Naphthalenethiol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-2-nitro-1-(2-naphthylthio)benzene
1100794-53-3

4-chloro-2-nitro-1-(2-naphthylthio)benzene

Conditions
ConditionsYield
With sodium In methanol at 65℃; for 3h; Inert atmosphere; Reflux; regioselective reaction;92%
With sodium hydroxide In ethanol; water
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-2-nitrophenyl 2-thienyl sulfide

4-chloro-2-nitrophenyl 2-thienyl sulfide

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 40℃; for 0.5h; Microwave irradiation;92%
With sodium hydroxide In ethanol; water
1-benzyl-2-mercapto-1H-imidazolo-5-carboxylic acid
84345-15-3

1-benzyl-2-mercapto-1H-imidazolo-5-carboxylic acid

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

3-Benzyl-2-(4-chloro-2-nitro-phenylsulfanyl)-3H-imidazole-4-carboxylic acid
108403-90-3

3-Benzyl-2-(4-chloro-2-nitro-phenylsulfanyl)-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
With sodium In ethanol; N,N-dimethyl-formamide for 1.5h; Heating;90%
1-(2-(piperidin-4-yl)ethyl)piperidine
14759-09-2

1-(2-(piperidin-4-yl)ethyl)piperidine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

1-(4-chloro-2-nitro-phenyl)-4-(2-piperidin-1-yl-ethyl)-piperidine
1314530-83-0

1-(4-chloro-2-nitro-phenyl)-4-(2-piperidin-1-yl-ethyl)-piperidine

Conditions
ConditionsYield
In acetonitrile at 175℃; for 0.5h; Microwave irradiation;90%
ethylamine
75-04-7

ethylamine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

N-ethyl-4-chloro-2-nitro-aniline
28491-95-4

N-ethyl-4-chloro-2-nitro-aniline

Conditions
ConditionsYield
In ethanol89%
With ethanol at 160℃;
at 2℃; Heating;
2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2-fluoro-5-chloronitrobenzene
345-18-6

2-fluoro-5-chloronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; polydiallyldimethylammonium chloride In dimethyl sulfoxide at 200℃; for 1h;88.6%
With potassium fluoride; bis(tricyclohexylphosphine)nickel(II) dichloride; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 150℃; for 8h; Inert atmosphere;77.2%
With potassium fluoride; tetraphenylphosphonium bromide at 145 - 155℃; for 6h;56%
tert-Butyl chloroacetate
107-59-5

tert-Butyl chloroacetate

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

(2,5-dichloro-4-nitrophenyl)acetic acid tert-butyl ester

(2,5-dichloro-4-nitrophenyl)acetic acid tert-butyl ester

Conditions
ConditionsYield
With lithium tert-butoxide In ISOPROPYLAMIDE at -5 - 0℃; for 2h; Product distribution / selectivity;88%
With sodium t-butanolate In ISOPROPYLAMIDE at -5 - 0℃; for 2h; Product distribution / selectivity;86%
pyridine-4-thiol
4556-23-4

pyridine-4-thiol

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-[(4-chloro-2-nitrophenyl)thio]pyridine

4-[(4-chloro-2-nitrophenyl)thio]pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 0.166667h; Microwave irradiation;88%
1-phenylvinylboronic acid MIDA ester
1311484-52-2

1-phenylvinylboronic acid MIDA ester

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-chloro-2-nitro-1-(1-phenylvinyl)benzene

4-chloro-2-nitro-1-(1-phenylvinyl)benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 120℃; for 0.5h; Suzuki-Miyaura Coupling;88%
uracil
66-22-8

uracil

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

1-(4-chloro-2-nitro-phenyl)-1H-pyrimidine-2,4-dione

1-(4-chloro-2-nitro-phenyl)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With zinc(II) oxide at 130℃; for 0.133333h; Ionic liquid; Microwave irradiation;87%
With silica gel; caesium carbonate In dimethyl sulfoxide for 0.05h; microwave irradiation;77%
With silica gel; caesium carbonate In dimethyl sulfoxide at 150℃; for 3.33333h;68%
ethanolamine
141-43-5

ethanolamine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

2-(4-chloro-2-nitrophenylamino)ethanol
59320-13-7

2-(4-chloro-2-nitrophenylamino)ethanol

Conditions
ConditionsYield
In butan-1-ol Reflux;86%
With butan-1-ol
With potassium carbonate
With ethanol at 140℃;
at 2℃; Heating;

2,5-Dichloronitrobenzene Consensus Reports

Reported in EPA TSCA Inventory.

2,5-Dichloronitrobenzene Specification

The 1,4-Dichloro-2-nitrobenzene, with the CAS registry number 89-61-2 and EINECS registry number 201-923-3, is also called 2,5-Dichloronitrobenzene. It is a kind of yellow flakes, and belongs to the following proudct categories: Intermediates of Dyes and Pigments; Aromatic Halides (substituted); Benzene derivates. And the molecular formula of this chemical is C6H3Cl2NO2. What's more, it is used as a kind of dye intermediate, and it is also used as nitrogen adjuvant.

The physical properties of 1,4-Dichloro-2-nitrobenzene are as following: (1)ACD/LogP: 2.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.95; (4)ACD/LogD (pH 7.4): 2.95; (5)#H bond acceptors: 3; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Polar Surface Area: 45.82 Å2; (9)Index of Refraction: 1.595; (10)Molar Refractivity: 42.58 cm3; (11)Molar Volume: 125.1 cm3; (12)Polarizability: 16.88×10-24cm3; (13)Surface Tension: 50.9 dyne/cm; (14)Density: 1.533 g/cm3; (15)Flash Point: 109.4 °C; (16)Enthalpy of Vaporization: 48.47 kJ/mol; (17)Boiling Point: 267 °C at 760 mmHg; (18)Vapour Pressure: 0.0138 mmHg at 25°C.

Preparation of 1,4-Dichloro-2-nitrobenzene: It can be prepared by p-dichlorobenzene via nitration, water scrubbing, neutralization and separation.

1,4-Dichloro-2-nitrobenzene can be prepared by p-dichlorobenzene

You should be cautious while dealing with this chemical. It irritates eyes, and it is also harmful if swallowed. What's more, it is very toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: This material and/or its container must be disposed of as hazardous waste, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1cc(Cl)ccc1Cl
(2)InChI: InChI=1/C6H3Cl2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H
(3)InChIKey: RZKKOBGFCAHLCZ-UHFFFAOYAY

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 800mg/kg (800mg/kg)   National Technical Information Service. Vol. OTS0536149,
mouse LD50 oral 2850mg/kg (2850mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
rat LD50 oral 1gm/kg (1000mg/kg)   Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 21, Pg. 315, 1987.

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