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2-Chloro-5-nitroaniline

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Name

2-Chloro-5-nitroaniline

EINECS 228-498-7
CAS No. 6283-25-6 Density 1.494 g/cm3
PSA 71.84000 LogP 2.93480
Solubility N/A 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 Molecular Structure of 6283-25-6 (2-Chloro-5-nitro-benzamine) Hazard Symbols VeryT+, DangerousN
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-;

Article Data 27

2-Chloro-5-nitroaniline Synthetic route

95-51-2

2-Chloroaniline

6283-25-6

H2NC6H3(Cl)NO2

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide; bromine
22698-95-9

N-(o-chlorophenyl)-phthalimide

6283-25-6

H2NC6H3(Cl)NO2

Conditions
ConditionsYield
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
ConditionsYield
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

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
ConditionsYield
Electrolysis;

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 cm
Molar Volume: 115.5 cm
Polarizability: 16.62×10-24 cm3 
Surface Tension: 62.2 dyne/cm 
Density: 1.494 g/cm
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 NOx and Cl.
Hazard Codes:  VeryT+, DangerousN
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.

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