Product Name

  • Name

    2,5-DICHLORO-4-NITROANILINE

  • EINECS 229-591-5
  • CAS No. 6627-34-5
  • Article Data9
  • CAS DataBase
  • Density 1.624g/cm3
  • Solubility
  • Melting Point 150-155 ºC
  • Formula C6H4 Cl2 N2 O2
  • Boiling Point 361.1°C at 760 mmHg
  • Molecular Weight 207.016
  • Flash Point 172.2°C
  • Transport Information
  • Appearance yellow powder
  • Safety Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx and Cl.
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 6627-34-5 (2,5-DICHLORO-4-NITROANILINE)
  • Hazard Symbols
  • Synonyms Aniline,2,5-dichloro-4-nitro- (7CI,8CI); 2,5-Dichloro-4-nitroaniline;2,5-Dichloro-4-nitrophenylamine; NSC 60645
  • PSA 71.84000
  • LogP 3.58820

Synthetic route

1,4-dichloro-2,5-dinitrobenzene
17488-25-4

1,4-dichloro-2,5-dinitrobenzene

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Conditions
ConditionsYield
With ammonia
1,4-dichloro-2,5-dinitrobenzene
17488-25-4

1,4-dichloro-2,5-dinitrobenzene

A

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

B

2,5-dinitro-p-phenylenediamine
67382-07-4

2,5-dinitro-p-phenylenediamine

Conditions
ConditionsYield
With ethanol; ammonia
2,5-dichloroacetanilide
2621-62-7

2,5-dichloroacetanilide

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 5 - 10℃; folgendes Verseifen mit verd.Natronlauge;
With nitrating mixture; sulfuric acid at 45℃; das Acetylderivat entsteht;
Multi-step reaction with 2 steps
1: nitration
2: hydrolysis
View Scheme
2,5-dichloroacetanilide
2621-62-7

2,5-dichloroacetanilide

A

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

B

acetic acid-(3,6-dichloro-2-nitro-anilide)
38411-18-6

acetic acid-(3,6-dichloro-2-nitro-anilide)

Conditions
ConditionsYield
With nitric acid man extrahiert das 2.5-Dichlor-4-nitro-acetanilid durch Auskochen mit Benzol; die Benzolloesung dampft man ein und zersetzt das asgeschiedene Acetylderivat durch Erhitzen mit waessr.Ammoniak auf 180grad;
2,5-dchloro-4-nitroacetanilide
38411-17-5

2,5-dchloro-4-nitroacetanilide

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Conditions
ConditionsYield
With sulfuric acid at 100 - 110℃;
hydrolysis;
1,4-dichloro-2,5-dinitrobenzene
17488-25-4

1,4-dichloro-2,5-dinitrobenzene

ammonia
7664-41-7

ammonia

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

1,4-dichloro-2,5-dinitrobenzene
17488-25-4

1,4-dichloro-2,5-dinitrobenzene

ammonia
7664-41-7

ammonia

A

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

B

2,5-dinitro-p-phenylenediamine
67382-07-4

2,5-dinitro-p-phenylenediamine

2,5-dichloroacetanilide
2621-62-7

2,5-dichloroacetanilide

HNO3+H2SO4

HNO3+H2SO4

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Conditions
ConditionsYield
und Verseifen mit Natronlauge;
para-dichlorobenzene
106-46-7

para-dichlorobenzene

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3+H2SO4
2: alcoholic ammonia
View Scheme
Multi-step reaction with 2 steps
1: HNO3+H2SO4
2: alcohol; ammonia
View Scheme
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

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

2,5-dichloro-1,4-phenylenediamine

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate In water96%
With sodium hydroxide; hydrazine hydrate In water91%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

di-tert-butyl-2,5-dichloro-4-nitrophenylimidodicarbonate
1301264-10-7

di-tert-butyl-2,5-dichloro-4-nitrophenylimidodicarbonate

Conditions
ConditionsYield
dmap In tetrahydrofuran at 20℃;91%
Cyasorb UV531
1843-05-6

Cyasorb UV531

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

1-[2-hydroxy-4-n-octyloxy-5-(2,5-dichloro-4-nitrophenylazo)phenyl]-1-phenylmethanone

1-[2-hydroxy-4-n-octyloxy-5-(2,5-dichloro-4-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
Stage #1: 2,5-dichloro-4-nitroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: Cyasorb UV531 With sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 2.5h; pH=2 - 3;
78%
2-thio-N,N-dimethylbenzamide
20877-02-5

2-thio-N,N-dimethylbenzamide

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-(5-Amino-4-chloro-2-nitro-phenylthio)-N,N-dimethyl-benzamide
474432-18-3

2-(5-Amino-4-chloro-2-nitro-phenylthio)-N,N-dimethyl-benzamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Heating;75%
With potassium carbonate In DMF (N,N-dimethyl-formamide) for 24h; Heating / reflux;75%
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

acetyl chloride
75-36-5

acetyl chloride

2,5-dchloro-4-nitroacetanilide
38411-17-5

2,5-dchloro-4-nitroacetanilide

Conditions
ConditionsYield
With sodium carbonate In acetone for 1h; Reflux;75%
methanol
67-56-1

methanol

2-formyl oxine
14510-06-6

2-formyl oxine

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-[(2,5-dichloro-4-nitro-phenylamino)-methoxy-methyl]-quinolin-8-ol

2-[(2,5-dichloro-4-nitro-phenylamino)-methoxy-methyl]-quinolin-8-ol

Conditions
ConditionsYield
With piperidine for 2h; Heating;35%
1,1'-oxybis(2-bromo-ethane)
5414-19-7

1,1'-oxybis(2-bromo-ethane)

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

4-(2,5-dichloro-4-nitro-phenyl)-morpholine
1023311-12-7

4-(2,5-dichloro-4-nitro-phenyl)-morpholine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 17h; Heating / reflux;19.97%
morpholine
110-91-8

morpholine

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-chloro-5-morpholino-4-nitro-aniline
103505-31-3

2-chloro-5-morpholino-4-nitro-aniline

methanol
67-56-1

methanol

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-chloro-5-methoxy-4-nitro-aniline
24311-36-2

2-chloro-5-methoxy-4-nitro-aniline

Conditions
ConditionsYield
With sodium hydroxide
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

A

1,2,4,5-tetrachlorobenzene
95-94-3

1,2,4,5-tetrachlorobenzene

B

2,4,5-Trichloronitrobenzene
89-69-0

2,4,5-Trichloronitrobenzene

Conditions
ConditionsYield
Diazotieren und Behandeln mit salzsaurer Kupfer(I)-chlorid-Loesung;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

1,4-dichloro-2,5-dinitrobenzene
17488-25-4

1,4-dichloro-2,5-dinitrobenzene

Conditions
ConditionsYield
Diazotization.Behandeln mit Natriumnitrit;
With dihydrogen peroxide; trifluoroacetic acid
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2,4,5-trichloroiodobenzene
7145-82-6

2,4,5-trichloroiodobenzene

Conditions
ConditionsYield
With hydrogenchloride; acetic acid Diazotization.Eintragen von KI in die Diazoniumsalz-Loesung;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2,5-dichloro-4-nitrophenol
5847-57-4

2,5-dichloro-4-nitrophenol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite anschliessendes Erwaermen mit Wasser;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2,3,6-trichloro-4-nitro-aniline
62406-69-3

2,3,6-trichloro-4-nitro-aniline

Conditions
ConditionsYield
With hydrogenchloride; potassium chlorate at 10 - 15℃;
With sulfuryl dichloride
With hydrogenchloride; dihydrogen peroxide In water
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

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

2,5-dichloro-1,4-phenylenediamine

Conditions
ConditionsYield
bei Reduktion;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

1,4-dichloro-2-iodo-5-nitro-benzene
71350-52-2

1,4-dichloro-2-iodo-5-nitro-benzene

Conditions
ConditionsYield
With sulfuric acid; water; acetic acid at 0℃; Diazotization.Erwaermen der Diazoniumsalz-Loesung mit KI auf 70grad;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

3,6-dichloro-2,4-dinitro-aniline
22636-22-2

3,6-dichloro-2,4-dinitro-aniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -15℃;
With nitric acid at -15℃; Eintragen des erhaltenen 2.5-Dichlor-4.N-dinitro-anilins in Schwefelsaeure;
With nitric acid at -15℃; Eintragen des erhaltenen 2.5-Dichlor-4.N-dinitro-anilins in Schwefelsaeure;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-amino-3,6-dichloro-5-nitro-benzenesulfonic acid

2-amino-3,6-dichloro-5-nitro-benzenesulfonic acid

Conditions
ConditionsYield
With tetrachloromethane; chlorosulphuric acid zuletzt in 1.2-Dichlor-benzol bei 160grad;
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

benzoyl chloride
98-88-4

benzoyl chloride

benzoic acid-(2,5-dichloro-4-nitro-anilide)
99282-29-8

benzoic acid-(2,5-dichloro-4-nitro-anilide)

Conditions
ConditionsYield
With sodium hydroxide
2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

benzenesulfonic acid-(2,5-dichloro-4-nitro-anilide)
107342-09-6

benzenesulfonic acid-(2,5-dichloro-4-nitro-anilide)

Nonanoyl chloride
764-85-2

Nonanoyl chloride

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

Nonanoic acid (2,5-dichloro-4-nitro-phenyl)-amide
6043-38-5

Nonanoic acid (2,5-dichloro-4-nitro-phenyl)-amide

Conditions
ConditionsYield
In toluene
1-thiopropane
107-03-9

1-thiopropane

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2-chloro-4-nitro-5-n-propylthioaniline
69951-07-1

2-chloro-4-nitro-5-n-propylthioaniline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide
diethyl phosphorisothiocyanatidate
6374-26-1

diethyl phosphorisothiocyanatidate

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

C16H26Cl2N4O6P2S2
69950-92-1

C16H26Cl2N4O6P2S2

Conditions
ConditionsYield
(i) SnCl2, aq. HCl, (ii) /BRN= 1708449/, CHCl3; Multistep reaction;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

N-(2,5-Dichloro-4-nitro-phenyl)-C,C,C-trifluoro-methanesulfonamide
57946-26-6

N-(2,5-Dichloro-4-nitro-phenyl)-C,C,C-trifluoro-methanesulfonamide

1-chloro-2,4-dinitro-6-trifluoromethylbenzene
392-95-0

1-chloro-2,4-dinitro-6-trifluoromethylbenzene

2,5-dichloro-4-nitroaniline
6627-34-5

2,5-dichloro-4-nitroaniline

2,5-dichloro-2',4,4'-trinitro-6'-trifluoromethyldiphenylamine
57730-08-2

2,5-dichloro-2',4,4'-trinitro-6'-trifluoromethyldiphenylamine

2,5-DICHLORO-4-NITROANILINE Chemical Properties

Empirical Formula: C6H4Cl2N2O
Molecular Weight: 207.0142 
IUPAC Name: 2,5-Dichloro-4-nitroaniline
Synonyms: 2,5-Dichloro-4-nitro-anilin ; Benzenamine,2,5-dichloro-4-nitro- ; 2,5-Dichloro-4-nitrobenzenamine ; Aniline, 2,5-dichloro-4-nitro-
Melting Point: 154-158 °C(lit.)
Flash Point of 2,5-Dichloro-4-nitroaniline (6627-34-5): 172.2 °
Boiling Point: 361.1 °C at 760 mmHg
Density of 2,5-Dichloro-4-nitroaniline (6627-34-5): 1.624 g/cm3 
Vapour Pressure: 2.12E-05 mmHg at 25°C
Index of Refraction: 1.655  
Physical State: 2,5-Dichloro-4-nitroaniline (6627-34-5) is a yellow powder

2,5-DICHLORO-4-NITROANILINE Toxicity Data With Reference

1.    

orl-rat LD50:2820 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,599.

2,5-DICHLORO-4-NITROANILINE Consensus Reports

Reported in EPA TSCA Inventory.

2,5-DICHLORO-4-NITROANILINE Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx and Cl.
Safety: WARNING: Irritates lungs, eyes, skin
Hazard Codes: Xi: Irritant
Risk Statements: 36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
RIDADR: 2811
WGK Germany: 3
RTECS: BX2950000

2,5-DICHLORO-4-NITROANILINE Specification

 2,5-Dichloro-4-nitroaniline (6627-34-5) is a yellow powder, which should store in a cool, dry place with a tightly closed container.

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