2-Chloro-5-nitroaniline supplier

Name
2-Chloro-5-nitro-benzamine
EINECS 228-498-7
CAS No. 6283-25-6
Article Data27
CAS DataBase
Density 1.494 g/cm³
Solubility
Melting Point 118-120 °C(lit.)
Formula C₆H₅ClN₂O₂
Boiling Point 314.6 °C at 760 mmHg
Molecular Weight 172.571
Flash Point 144.1 °C
Transport Information UN 2237 6.1/PG 3
Appearance yellow powder
Safety 28-36/37-45-61-28A-60-13
Risk Codes 26/27/28-33-51/53-50/53
Molecular Structure
Hazard Symbols T+, N
Synonyms Aniline,2-chloro-5-nitro- (7CI,8CI);1-Amino-2-chloro-5-nitrobenzene;2-Chloro-5-nitrobenzenamine;2-Chloro-5-nitrophenylamine;5-Nitro-2-chloroaniline;6-Chloro-3-nitroaniline;Benzenamine,2-chloro-5-nitro-;
PSA 71.84000
LogP 2.93480

Synthetic route

: 95-51-2
2-Chloroaniline

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With sulfuric acid; uronium nitrate at 0 - 10℃; for 1h;	76%
With sulfuric acid; guanidine nitrate at 0 - 5℃; for 1h;	76%
With sulfuric acid; potassium nitrate
With sulfuric acid; nitric acid
With sulfuric acid durch Nitrierung;

: 136833-46-0
2-nitro-4-amino-5-chlorobenzoic acid

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With hydrogenchloride Heating;	70%

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

A: 635-22-3
4-Chloro-3-nitroaniline

B: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With hydrogen; iron; acetic acid; palladium dichloride In ethanol at 20 - 25℃; under 258.6 - 2327.2 Torr;	A n/a B 61%
With benzophenone; triethylamine In isopropyl alcohol for 2h; Product distribution; Irradiation;	A 18% B n/a
With hydrogenchloride; ethanol; tin(ll) chloride

: 10403-47-1
2-bromo 5-nitroaniline

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 30h; Finkelstein Reaction; Schlenk technique; Inert atmosphere;	55%

: 16588-15-1
2-chloro-5-nitro-benzamide

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With sodium hydroxide; bromine

: 22698-95-9
N-(o-chlorophenyl)-phthalimide

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With sulfuric acid; nitric acid Erhitzen des Reaktionsprodukts mit wss.Natronlauge;

: 533-17-5
N-(2-chlorophenyl)acetamide

A: 6283-25-6
H2NC6H3(Cl)NO2

B: 121-87-9
2-Chloro-4-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid; nitric acid man waescht den Niederschlag mit Wasser aus und destilliert mit Natronlauge; die ueberdestillierten Basen trennt man durch Krystallisation aus Ligroin;

: 7697-37-2
nitric acid

: 95-51-2
2-Chloroaniline

: 6283-25-6
H2NC6H3(Cl)NO2

: 7664-93-9
sulfuric acid

: 7697-37-2
nitric acid

: 95-51-2
2-Chloroaniline

: 6283-25-6
H2NC6H3(Cl)NO2

...Expand

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

acid: acid

A: 635-22-3
4-Chloro-3-nitroaniline

B: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
Electrolysis;

...Expand

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

alkali: alkali

A: 635-22-3
4-Chloro-3-nitroaniline

B: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
Electrolysis;

...Expand

: Sodium; 5-chloro-2,4-dinitro-benzoate

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 73 percent / Ti3+-Triton B / H2O / Ambient temperature; pH 8.5 - 8.9 2: 70 percent / 20percent aq. HCl / Heating View Scheme

: 16588-02-6
4-chloro-3-cyanonitrobenzene

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution; aqueous hydrogen peroxide 2: bromine; aqueous NaOH-solution View Scheme

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

A: 635-22-3
4-Chloro-3-nitroaniline

B: 5131-60-2
4-chloro-1,3-phenylenediamine

C: 6283-25-6
H2NC6H3(Cl)NO2

D: 108-45-2
m-phenylenediamine

Conditions

Conditions	Yield
With hydrogen; Pt/γ-Fe2O3 nanocomposite In methanol at 29.84℃; under 75.0075 Torr; Product distribution;

...Expand

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

: 6283-25-6
H2NC6H3(Cl)NO2

Conditions

Conditions	Yield
With propan-1-ol; potassium tert-butylate; C31H27ClN5O2Ru(1+)*ClO4(1-) at 100℃; for 12h;	95 %Chromat.

: 6283-25-6
H2NC6H3(Cl)NO2

: 79-04-9
chloroacetyl chloride

: 108086-37-9
2-chloro-N-(2-chloro-5-nitrophenyl)acetamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 12h;	100%
With pyridine In dichloromethane at 0 - 20℃; for 12h;	100%
In acetone at 20℃; for 1h;	97%

: 6283-25-6
H2NC6H3(Cl)NO2

: 618-46-2
m-Chlorobenzoyl chloride

: 346696-94-4
3-chloro-N-(2-chloro-5-nitrophenyl)benzamide

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 24h;	100%

: 6283-25-6
H2NC6H3(Cl)NO2

: 5131-60-2
4-chloro-1,3-phenylenediamine

Conditions

Conditions	Yield
With hydrogen In hexane at 25℃; for 24h; Sealed tube; Autoclave;	99%
With sodium tetrahydroborate In water at 50℃; for 0.0833333h; Green chemistry;	98%
With sodium tetrahydroborate In water at 90℃;	98%

: 24424-99-5
di-tert-butyl dicarbonate

: 6283-25-6
H2NC6H3(Cl)NO2

: 879614-90-1
C11H13ClN2O4

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 25℃;	98.2%

: 85920-63-4
5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 6283-25-6
H2NC6H3(Cl)NO2

: C10H9ClN2O4

Conditions

Conditions	Yield
In benzene for 4h; Reflux;	98%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 6283-25-6
H2NC6H3(Cl)NO2

: 94033-72-4
1-(2-chloro-5-nitrophenyl)-1H-pyrrole

Conditions

Conditions	Yield
In acetic acid at 120 - 130℃; for 0.5h;	97.8%
With scandium tris(trifluoromethanesulfonate) In 1,4-dioxane at 100℃; for 0.5h; Clauson-Kaas condensation;	80%

: 878738-91-1
(5-chloromethyl-2-methylsulfanyl-pyrimidin-4-yl)-methyl-amine hydrochloride

: 6283-25-6
H2NC6H3(Cl)NO2

: 878738-74-0
{5-[(2-chloro-5-nitro-phenylamino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-methyl-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; sodium iodide In acetonitrile at 0 - 20℃; for 48h;	97%
With N-ethyl-N,N-diisopropylamine; sodium iodide In acetonitrile at 0 - 20℃; for 48h;	97%

: 504-17-6
4,6-dihydroxy-2-mercaptopyrimidine

: 6283-25-6
H2NC6H3(Cl)NO2

: 122-51-0
orthoformic acid triethyl ester

: 5-[[(2-chloro-5-nitrophenyl)amino]methylene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

Conditions

Conditions	Yield
In butan-1-ol for 4h; Reflux;	97%

...Expand

: 64-18-6
formic acid

: 6283-25-6
H2NC6H3(Cl)NO2

: 53666-48-1
N-(2-chloro-5-nitrophenyl)formamide

Conditions

Conditions	Yield
at 100 - 105℃;	96%
at 100 - 105℃;	96%
at 150℃;

: 6283-25-6
H2NC6H3(Cl)NO2

: 60-24-2
2-hydroxyethanethiol

: 1202773-82-7
2-(2-amino-4-nitrophenylthio)ethanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 60℃;	96%

: 6283-25-6
H2NC6H3(Cl)NO2

: 108-45-2
m-phenylenediamine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	96%

: 6283-25-6
H2NC6H3(Cl)NO2

: 64918-66-7
1-chloro-4-nitro-2-nitrosobenzene

Conditions

Conditions	Yield
With ammonium persulfate; sulfuric acid In water at 0℃; for 5h; Oxidation;	95%
bei der Oxydation mit Caroscher Saeure;

: 6283-25-6
H2NC6H3(Cl)NO2

: 140-29-4
phenylacetonitrile

: 2-Amino-3-phenyl-6-nitroindole

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Condensation;	95%

: 6283-25-6
H2NC6H3(Cl)NO2

: 107-02-8
acrolein

: 22539-55-5
8‐chloro‐5‐nitroquinoline

Conditions

Conditions	Yield
With hydrogenchloride In water; toluene at 100℃; for 2h; Skraup Quinoline Synthesis;	95%

: 6283-25-6
H2NC6H3(Cl)NO2

: 98-88-4
benzoyl chloride

: 205827-96-9
N-(2-chloro-5-nitro-phenyl)-benzamide

Conditions

Conditions	Yield
With pyridine at 20℃; Inert atmosphere;	95%
With pyridine Inert atmosphere;	95%
With triethylamine In tetrahydrofuran at 20℃; for 15h;	78%

: 25726-04-9
phenylglyoxylyl chloride

: 6283-25-6
H2NC6H3(Cl)NO2

: 1360432-87-6
C14H9ClN2O4

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 12h;	94%

: 769-42-6
1,3-dimethylbarbituric acid

: 6283-25-6
H2NC6H3(Cl)NO2

: 122-51-0
orthoformic acid triethyl ester

: 5-[[(2-chloro-5-nitrophenyl)amino]methylene]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione

Conditions

Conditions	Yield
In butan-1-ol for 4h; Reflux;	92%

...Expand

: 6283-25-6
H2NC6H3(Cl)NO2

: 333-20-0
potassium thioacyanate

: 67-64-1
acetone

: 1-(2-chloro-5-nitrophenyl)-4,4,6-trimethyl-3,4-dihydropyrimidine-2(1H)-thione

Conditions

Conditions	Yield
Stage #1: potassium thioacyanate; acetone With thionyl chloride; 3-triphenylgermyl-3-phenylpropanoic acid Reflux; Stage #2: H2NC6H3(Cl)NO2 for 1h;	90%

...Expand

: 6283-25-6
H2NC6H3(Cl)NO2

: 1711-07-5
3-fluorobenzoyl chloride

: 544701-78-2
N-(2-chloro-5-nitrophenyl)-3-fluorobenzamide

Conditions

Conditions	Yield
With pyridine at 20℃; Inert atmosphere;	90%

: 6283-25-6
H2NC6H3(Cl)NO2

: 100-07-2
4-methoxy-benzoyl chloride

: 178970-17-7
N-(2-Chloro-5-nitro-phenyl)-4-methoxy-benzamide

Conditions

Conditions	Yield
With pyridine at 100℃; for 0.5h;	88%

: 6283-25-6
H2NC6H3(Cl)NO2

: C11H8ClNO

: N-(2-chloro-5-nitrophenyl)-2-methylquinoline-6-carboxamide

Conditions

Conditions	Yield
With pyridine at 20℃; for 18h;	88%

: 22118-09-8
2-bromoacetyl chloride

: 6283-25-6
H2NC6H3(Cl)NO2

: 130916-46-0
N-Bromoacetyl-2-chloro-5-nitroaniline

Conditions

Conditions	Yield
With pyridine In 1,4-dioxane for 3h; Ambient temperature;	87%

: 6283-25-6
H2NC6H3(Cl)NO2

: 100-00-5
4-chlorobenzonitrile

Conditions

Conditions	Yield
With sulfuric acid; ethyl acetate; sodium nitrite In water at 50 - 55℃; for 0.5h;	87%

: 6283-25-6
H2NC6H3(Cl)NO2

: 75-36-5
acetyl chloride

: 4031-81-6
N-(2-chloro-5-nitrophenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃;	86%

: 19810-31-2
Benzyloxyacetyl chloride

: 6283-25-6
H2NC6H3(Cl)NO2

: 1227629-04-0
2-(benzyloxy)-N-(2-chloro-5-nitrophenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	86%

: 6283-25-6
H2NC6H3(Cl)NO2

: C12H10Cl2N4

Conditions

Conditions	Yield
With ethanol; sodium hydroxide at 80℃; for 24h; chemoselective reaction;	86%

: 6283-25-6
H2NC6H3(Cl)NO2

: 146380-12-3
5-(1-hydroxy-3-methylbutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: C13H15ClN2O4

Conditions

Conditions	Yield
In benzene for 4h; Reflux;	85%

: 6283-25-6
H2NC6H3(Cl)NO2

: 100-52-7
benzaldehyde

: 906371-85-5
benzyl-(2-chloro-5-nitrophenyl)amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In Isopropyl acetate at 20℃; for 0.166667h;	84%

: 6283-25-6
H2NC6H3(Cl)NO2

: 1488-42-2
Diphenyliodonium-2-carboxylate

: 107210-27-5
5'-nitro-2'-chloro-2-carboxy-diphenylamine

Conditions

Conditions	Yield
With copper diacetate In N,N-dimethyl-formamide at 100℃;	82%

: 6283-25-6
H2NC6H3(Cl)NO2

diphenyliodonium-2-carboxylate (DPIC): diphenyliodonium-2-carboxylate (DPIC)

: 107210-27-5
5'-nitro-2'-chloro-2-carboxy-diphenylamine

Conditions

Conditions	Yield
With copper diacetate In N,N-dimethyl-formamide at 90℃;	82%

2-Chloro-5-nitroaniline Chemical Properties

IUPAC Name: 2-Chloro-5-nitroaniline
Molecular Formula: C₆H₅ClN₂O₂
Molecular Weight: 172.57 g/mol
SMILES: c1(cc(c(Cl)cc1)N)[N+](=O)[O-]
InChI: InChI=1/C6H5ClN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2
EINECS: 228-498-7
Product Categories: Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds
Melting Point: 118-120 °C(lit.)
Index of Refraction: 1.646
Molar Refractivity: 41.92 cm³
Molar Volume: 115.5 cm³
Polarizability: 16.62×10^-24 cm³
Surface Tension: 62.2 dyne/cm
Density: 1.494 g/cm³
Flash Point: 144.1 °C
Enthalpy of Vaporization: 55.58 kJ/mol
Boiling Point: 314.6 °C at 760 mmHg
Vapour Pressure of 2-Chloro-5-nitroaniline (CAS NO.6283-25-6): 0.00046 mmHg at 25 °C

2-Chloro-5-nitroaniline Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	800mg/kg (800mg/kg)		Office of Toxic Substances Report. Vol. OTS,
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03227,
mouse	LD50	oral	1600mg/kg (1600mg/kg)		Office of Toxic Substances Report. Vol. OTS,
rat	LD50	intraperitoneal	400mg/kg (400mg/kg)		Office of Toxic Substances Report. Vol. OTS,
rat	LD50	oral	2015mg/kg (2015mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS	Office of Toxic Substances Report. Vol. OTS,

2-Chloro-5-nitroaniline Consensus Reports

Reported in EPA TSCA Inventory.

2-Chloro-5-nitroaniline Safety Profile

A poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x and Cl⁻.
Hazard Codes: Very T+, Dangerous N
Risk Statements: 26/27/28-33-51/53-50/53
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
R33:Danger of cumulative effects.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 28-36/37-45-61-28A-60-13
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S60:This material and its container must be disposed of as hazardous waste.
S13:Keep away from food, drink and animal foodstuffs.
RIDADR: UN 2237 6.1/PG 3
WGK Germany: 3
RTECS: BX1500000
HazardClass: 6.1
PackingGroup of 2-Chloro-5-nitroaniline (CAS NO.6283-25-6): III

2-Chloro-5-nitroaniline Specification

2-Chloro-5-nitroaniline (CAS NO.6283-25-6), its Synonyms are 2-Chloro-5-nitrobenzenamine ; 6-Chloro-3-nitroaniline ; Aniline, 2-chloro-5-nitro- ; Aniline, 6-chloro-3-nitro- ; Benzenamine, 2-chloro-5-nitro- . It is yellow powder.

Product Name

2-Chloro-5-nitro-benzamine

Synthetic route

2-Chloro-5-nitroaniline Chemical Properties

2-Chloro-5-nitroaniline Toxicity Data With Reference

2-Chloro-5-nitroaniline Consensus Reports

2-Chloro-5-nitroaniline Safety Profile

2-Chloro-5-nitroaniline Specification

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