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616-79-5

Basic Information
CAS No.: 616-79-5
Name: Benzoic acid, 2-amino-5-nitro-
Article Data: 54
Cas Database
Molecular Structure:
Molecular Structure of 616-79-5 (Benzoic acid, 2-amino-5-nitro-)
Formula: C7H6N2O4
Molecular Weight: 182.136
Synonyms: Anthranilic acid, 5-nitro- (6CI,7CI,8CI);5-Nitroanthranilic acid;
EINECS: 210-493-6
Density: 1.568 g/cm3
Melting Point: 270 °C (dec.)(lit.)
Boiling Point: 437.9 °C at 760 mmHg
Flash Point: 218.6 °C
Solubility: Insoluble in water
Appearance: bright yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information: N/A
PSA: 109.14000
LogP: 1.97960
Synthetic route
611-09-6

5-nitroisatin

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 5-nitroisatin With potassium hydroxide; dihydrogen peroxide for 0.5h; cooling;
Stage #2: With sulfuric acid at 20℃; pH=1 - 2;
98%
Stage #1: 5-nitroisatin With sodium hydroxide at 10℃; for 3h;
Stage #2: With dihydrogen peroxide
89.8%
With dihydrogen peroxide; sodium hydroxide at 10℃; for 3h;76.7%
With dihydrogen peroxide; sodium hydroxide

2-(4,5-dihydrooxazol-2-yl)-4-nitroaniline

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 2-(4,5-dihydrooxazol-2-yl)-4-nitroaniline With hydrogenchloride In water at 100℃; for 2h; Sealed tube;
Stage #2: With sodium hydroxide In methanol; water at 100℃; for 1h;
81%
17420-30-3

5-nitroanthranilonitrile

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; acetic acid for 6h; Heating;80%
943-14-6

2-bromo-5-nitrobenzoic acid

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-5-nitrobenzoic acid With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water pH=2 - 3;
79%
With ammonium hydroxide at 140 - 150℃;
121-92-6

3-nitrobenzoic acid

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
With 4-amino-1,2,4-triazole; potassium tert-butylate In dimethyl sulfoxide for 4h; Ambient temperature;60%
With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In N,N-dimethyl-formamide at 20℃; for 0.333333h;18%
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;
7304-32-7

2-fluoro-5-nitrobenzoic acid

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
With ammonia at 130 - 140℃;
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
91538-60-2

N-(2-formyl-4-nitrophenyl)acetamide

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
With potassium hydroxide
91538-60-2

N-(2-formyl-4-nitrophenyl)acetamide

A

77242-30-9

(2-amino-5-nitrophenyl)methanol

B

616-79-5

2-amino-5-nitro-benzoic acid

Conditions
ConditionsYield
With potassium hydroxide at 0℃;
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Chemistry

Molecular Structure of Benzoic acid, 2-amino-5-nitro- (CAS NO.616-79-5):

IUPAC Name: 2-amino-5-nitrobenzoic acid 
Empirical Formula: C7H6N2O4
Molecular Weight: 182.1335
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 75.36Å2
Index of Refraction: 1.681
Molar Refractivity: 43.96 cm3
Molar Volume: 116 cm3
Surface Tension: 83.3 dyne/cm
Density: 1.568 g/cm3
Flash Point: 218.6 °C
Enthalpy of Vaporization: 73.21 kJ/mol
Boiling Point: 437.9 °C at 760 mmHg
Vapour Pressure: 1.92E-08 mmHg at 25°C
Melting point: 270 °C (dec.)(lit.)
Water Solubility: Insoluble
BRN: 646219
EINECS: 210-493-6
InChI
InChI=1/C7H6N2O4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,8H2,(H,10,11)
Smiles
c1(cc(ccc1N)[N+](=O)[O-])C(O)=O
Product Categories: Fine chemical & intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; pharmacetical

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
Hazard Note: Irritant

Specification

  Benzoic acid, 2-amino-5-nitro- , with CAS number of 616-79-5, can be called 2-Amino-5-nitrobenzoic acid ; 5-Nitroanthranilic acid ; Anthranilic acid, 5-nitro- (8CI) . It is a bright yellow powder.