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2-Amino-6-chlorobenzoic acid

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Name

2-Amino-6-chlorobenzoic acid

EINECS 218-416-8
CAS No. 2148-56-3 Density 1.476 g/cm3
PSA 63.32000 LogP 2.20160
Solubility Very soluble in water. Soluble in methanol. Melting Point 158-160 °C(lit.)
Formula C7H6ClNO2 Boiling Point 339.3 °C at 760 mmHg
Molecular Weight 171.583 Flash Point 159 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2148-56-3 (2-Amino-6-chlorobenzoic acid) Hazard Symbols IrritantXi
Synonyms

Anthranilicacid, 6-chloro- (6CI,7CI,8CI);6-Chloroanthranilic acid;

Article Data 17

2-Amino-6-chlorobenzoic acid Synthetic route

5344-49-0

2-chloro-6-nitrobenzoic acid

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With potassium bisulfite; cerium(III) chloride; potassium chloride; 2-methoxy-phenol In ethanol at 65℃; for 8h; Time;90%
With platinum Hydrogenation;
With ammonium hydroxide; iron(II) sulfate
With iron(II) sulfate
616224-61-4

2-[(tert-butoxycarbonyl)amino]-6-chlorobenzoic acid

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 90℃; under 760.051 Torr; for 1h; Temperature;99.5%
6575-11-7

2-amino-6-chlorobenzonitrile

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium hydroxide Reflux;94%
With dihydrogen peroxide; potassium hydroxide In water for 12h; Reflux;94%
19407-42-2

2-(acetylamino)-6-chlorobenzoic acid

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat;
With hydrogenchloride at 80 - 90℃; for 1.5h;
7463-35-6

N-(3-chloro-2-methylphenyl)acetamide

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65.7 percent / potassium permanganate; magnesium sulfate heptahydrate / H2O / 5 h / 135 - 160 °C
2: hydrochloric acid / 1.5 h / 80 - 90 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium permanganate; magnesium sulfate
2: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat
View Scheme
Multi-step reaction with 2 steps
1: potassium permanganate; magnesium sulfate; water
2: aqueous hydrochloric acid
View Scheme
6344-05-4

4-chloroisatin

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide
19407-43-3

2-benzoylamino-6-chloro-benzoic acid

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
6259-40-1

3-chloro-2-methyl-aniline; hydrochloride

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium acetate
2: potassium permanganate; magnesium sulfate; water
3: aqueous hydrochloric acid
View Scheme
87-60-5

3-chloro-2-methylbenzenamine

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90.2 percent / CH2Cl2
2: 65.7 percent / potassium permanganate; magnesium sulfate heptahydrate / H2O / 5 h / 135 - 160 °C
3: hydrochloric acid / 1.5 h / 80 - 90 °C
View Scheme
Multi-step reaction with 3 steps
1: fluorobenzene / 2 h / 50 °C
2: water / tetrahydrofuran / 9.17 h / 155 - 175 °C / 5320.36 - 7600.51 Torr / Inert atmosphere
3: hydrogenchloride / 1,4-dioxane; water / 1 h / 90 °C / 760.05 Torr
View Scheme
118-92-3

anthranilic acid

2148-56-3

2-chloro-6-aminobenzoic acid

Conditions
ConditionsYield
With D-glucose; Escherichia coli flavin reductase; Bacillus megaterium glucose dehydrogenase; Lechevalieria aerocolonigenes tryptophan-7-halogenase; flavin adenine dinucleotide; NADH; sodium chloride In aq. phosphate buffer; isopropyl alcohol pH=7.4; Enzymatic reaction;

2-Amino-6-chlorobenzoic acid Chemical Properties

IUPAC Name: 2-amino-6-chlorobenzoic acid 
Empirical Formula: C7H6ClNO2
Molecular Weight: 171.581g/mol
EINECS: 218-416-8 
Structure of 2-Amino-6-chlorobenzoic acid (CAS NO.2148-56-3):

Index of Refraction: 1.648
Molar Refractivity: 42.31 cm3
Molar Volume: 116.1 cm3
Polarizability: 16.77×10-24cm3
Surface Tension: 65.9 dyne/cm
Density: 1.476 g/cm3
Flash Point: 159 °C
Enthalpy of Vaporization: 61.5 kJ/mol 
Melting Point: 158-160 °C(lit.)
Boiling Point: 339.3 °C at 760 mmHg
Vapour Pressure: 3.61E-05 mmHg at 25°C 
Physical Appearance: white to light yellow crystal powder
Product Categories: benzene derivative;Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids 
Canonical SMILES: C1=CC(=C(C(=C1)Cl)C(=O)O)N
InChI: InChI=1S/C7H6ClNO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey: SZCPTRGBOVXVCA-UHFFFAOYSA-N

2-Amino-6-chlorobenzoic acid Uses

 2-Amino-6-chlorobenzoic acid (2148-56-3)is used as intermediate for medicine and pesticides.

2-Amino-6-chlorobenzoic acid 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: 3
Hazard Note: Irritant

2-Amino-6-chlorobenzoic acid Specification

First Aid Measures of 2-Amino-6-chlorobenzoic acid (2148-56-3):
Ingestion:Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Storage of 2-Amino-6-chlorobenzoic acid (2148-56-3):
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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