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Basic Information
CAS No.: 619-17-0
Name: 4-Nitroanthranilic acid
Molecular Structure:
Molecular Structure of 619-17-0 (4-Nitroanthranilic acid)
Formula: C7H6N2O4
Molecular Weight: 182.136
Synonyms: Anthranilicacid, 4-nitro- (6CI,7CI,8CI);2-Amino-4-nitrobenzoic acid;2-Carboxy-5-nitroaniline;4-Nitro-2-aminobenzoic acid;NSC 7789;
EINECS: 210-583-5
Density: 1.568 g/cm3
Melting Point: 257 °C (dec.)(lit.)
Boiling Point: 431.4 °C at 760 mmHg
Flash Point: 214.7 °C
Solubility: <0.01 g/100 mL at 22 °C in water
Appearance: Orange crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 109.14000
LogP: 1.97960
Synthetic route
87840-68-4

diethyl 2,4-dinitrobenzylidenemalonate

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With diethylamine; tert-butyl alcohol for 48h; Ambient temperature;75%
With sodium hydrogencarbonate; diethylamine; tert-butyl alcohol Mechanism; 1.) room temp., 48 h, 2.) chloroform;75%
610-30-0

2,4-dinitrobenzoic acid

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; ammonia In water at 50 - 60℃;67%
99-60-5

2-chloro-4-nitrobenzoic acid

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitrobenzoic acid With copper(l) iodide; sodium azide; ethanol; caesium carbonate; N,N`-dimethylethylenediamine at 20 - 95℃; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water pH=2 - 3;
62%
5466-84-2

4-nitrophthalic anhydride

A

616-79-5

2-amino-5-nitro-benzoic acid

B

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With ammonium hydroxide Behandeln des entstandenen Gemisches mit alkal. Natriumhypochlorit-Loesung;
13138-53-9

4-nitrophthalic amide

A

616-79-5

2-amino-5-nitro-benzoic acid

B

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With alkaline aqueous potassium hypobromite
951-97-3

2-acetamido-4-nitrobenzoic acid

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With ethanol; sulfuric acid
With hydrogenchloride; ethanol
With hydrogenchloride
With hydrogenchloride In water for 1h; Reflux;
65911-47-9

4-nitro-2-carbamoylbenzoic acid

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide; bromine 1.) heating, 1 h, 2.) 0 deg C; Yield given. Multistep reaction;
With sodium hypochlorite In water at 0 - 30℃; Temperature;
121-14-2

2,4-dinitrotoluene

71-43-2

benzene

A

92-52-4

biphenyl

B

109466-84-4

2-amino-4-nitrobenzaldehyde

C

99-09-2

3-nitro-aniline

D

619-17-0

4-Nitroanthranilic acid

Conditions
ConditionsYield
at 343℃; Product distribution; Mechanism; thermolysis in supercritical benzene; other temperature, pressure;A 100.0 (unit not given)
B 35.8 (unit not given)
C 20.0 (unit not given)
D 22.5 (unit not given)

N-(2-methyl-7-nitro-4-oxo-4H-quinazolin-3-yl)-diacetamide

permanganate

permanganate

619-17-0

4-Nitroanthranilic acid

38527-51-4

7-nitro-2-phenyl-4H-benzo[d][1,3]oxazin-4-one

alkali

alkali

A

65-85-0

benzoic acid

B

619-17-0

4-Nitroanthranilic acid

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    4-Nitroanthranilic acid Chemical Properties Melting point 257 °C (dec.)(lit.) Boiling point 315.51°C (rough estimate) density 1.5181 (rough estimate) refractive index 1.5880 (estimate) pka 3.92±0.13(Predicted) form

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Chemistry

Detail of 4-NITROANTHRANILIC ACID (619-17-0).
Molecular Structure:

Name:4-NITROANTHRANILIC ACID
CAS Number:619-17-0
Molecular Formula:C7H6N2O4
Molecular Weight:182.15
EINECS:210-583-5
Density:1.568 g/cm3
Melting Point:268-270 oC (dec.)
Boiling Point:431.4 oC at 760 mmHg
Flash Point:214.7 oC
Solubility:<0.01 g/100 mL at 22oC in water
Appearance:right yellow powder
Properties:Orange prisms from EtOH (aq).
CAS DataBase Reference:619-17-0(CAS DataBase Reference)
EPA Substance Registry System:619-17-0(EPA Substance)
Synonyms of 4-NITROANTHRANILIC ACID (619-17-0):
P-NITROANTHRANILIC ACID;2-amino-4-nitro-benzoicaci;4-nitro-anthranilicaci;4-Nitro-2-aminobenzoic acid;4-NITROANTHRANILIC ACID;2-AMINO-4-NITROBENZOIC ACID;4-NITROANTHRANILIC ACID, TECH., 90%;4-NitroAnthranillicAcid
 

Toxicity Data With Reference

1.   

mmo-sat 10 µg/plate

   ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.

Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-109 ,1978. . Reported in EPA TSCA Inventory.

Safety Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Safety Information of  4-NITROANTHRANILIC ACID (619-17-0).
Hazard Codes:Xi
Risk Statements:36/37/38
Safety Statements:26-37/39
WGK Germany:3
RTECS:CB3675000
Hazardous Substances Data:619-17-0(Hazardous Substances Data)