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Basic Information
CAS No.: 2457-76-3
Name: 4-Amino-2-chlorobenzoic acid
Article Data: 14
Molecular Structure:
Molecular Structure of 2457-76-3 (4-Amino-2-chlorobenzoic acid)
Formula: C7H6ClNO2
Molecular Weight: 171.583
Synonyms: 4-amino-2-chloro-benzoate;4-14-00-01272 (Beilstein Handbook Reference);USAF NB-1;Benzoic acid, 4-amino-2-chloro-;o-Chloro-p-aminobenzoic acid;2-Chloro-p-aminobenzoic acid;4-Amino-3-trifluoromethyl benzoic acid;
EINECS: 219-540-5
Density: 1.476 g/cm3
Melting Point: 211 °C (dec.)(lit.)
Boiling Point: 365.3 °C at 760 mmHg
Flash Point: 174.8 °C
Appearance: beige to light brown powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 63.32000
LogP: 2.20160
Synthetic route
99-60-5

2-chloro-4-nitrobenzoic acid

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; under 760 Torr;98%
With isopropyl alcohol; potassium hydroxide at 20℃; for 2.5h; Catalytic behavior;88%
With iron; ammonium chloride In ethanol; water for 2h; Reflux;24%

4-[bis((trimethylsilyl)ethoxymethyl)amino]-2-chlorobenzaldehyde

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
With Wilkinson's catalyst; hydrogen; dihydrogen peroxide at 20 - 70℃; under 3800.26 - 7600.51 Torr; for 13h; Temperature;93.6%
38667-55-9

4-Acetylamino-2-chlorobenzoic acid

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
99-60-5

2-chloro-4-nitrobenzoic acid

141-78-6

ethyl acetate

palladium/barium sulfate

palladium/barium sulfate

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Hydrogenation;
121-86-8

2-chloro-4-nitrotoluene

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous nitric acid / 120 - 180 °C
2: tin (II)-chloride; aqueous hydrochloric acid
View Scheme
Multi-step reaction with 4 steps
1: bromine / 130 - 135 °C
2: Pb(NO3)2; water
3: KMnO4
4: aqueous ammonia; iron sulfate(II) hydrate
View Scheme
Multi-step reaction with 2 steps
1: aqueous nitric acid / 120 - 180 °C
2: palladium; ethyl acetate / Hydrogenation
View Scheme
588-07-8

3-Chloroacetanilide

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: carbon disulfide; aluminium chloride
2: potassium permanganate; diluted sulfuric acid; magnesium sulfate
3: hydrochloric acid
View Scheme
90798-26-8

acetic acid-(3-chloro-4-chloroacetyl-anilide)

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium permanganate; diluted sulfuric acid; magnesium sulfate
2: hydrochloric acid
View Scheme
5568-33-2

2-chloro-4-nitrobenzaldehyde

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KMnO4
2: aqueous ammonia; iron sulfate(II) hydrate
View Scheme
7073-36-1

2-chloro-4-nitrobenzoyl chloride

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KMnO4
2: aqueous ammonia; iron sulfate(II) hydrate
View Scheme
42533-63-1

1-(bromomethyl)-2-chloro-4-nitrobenzene

2457-76-3

4-amino-2-chlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Pb(NO3)2; water
2: KMnO4
3: aqueous ammonia; iron sulfate(II) hydrate
View Scheme
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  • 2457-76-3  CAS NO.2457-76-3

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    2457-76-3 CAS NO.2457-76-3

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Chemistry

IUPAC Name: 4-Amino-2-chlorobenzoic acid
Following is the structure of 2-Chloro-4-aminobenzoic acid (CAS NO.2457-76-3):
                             
Molecular Formula: C7H6ClNO2
Formula Weight: 171.58 
EINECS: 219-540-5
Index of Refraction: 1.648
Molar Refractivity: 42.31 cm3
Molar Volume: 116.1 cm3
Density: 1.476 g/cm3
Flash Point: 174.8 °C
Storage temp. : -20 °C
Melting point 210-215 °C
Surface Tension: 65.9 dyne/cm
Water Solubility: 4420 mg/L 25 °C
Enthalpy of Vaporization: 64.53 kJ/mol
Boiling Point: 365.3 °C at 760 mmHg
Vapour Pressure: 5.58E-06 mmHg at 25 °C
Appearance of 2-Chloro-4-aminobenzoic acid (CAS NO.2457-76-3): beige to light brown powder
Product Categories: FINE Chemical & INTERMEDIATES; Acids and Derivatives; Amines and Anilines; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid;Organic acids; Aromatic Amino Acids; Peptide Synthesis; Unnatural Amino Acid Derivatives
Canonical SMILES: C1=CC(=C(C=C1N)Cl)C(=O)O
InChI: InChI=1S/C7H6ClNO2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey: MBDUKNCPOPMRJQ-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

mmo-esc 500 mg/L

    JGMIAN    Journal of General Microbiology 18 (1958),543.
2.    

ipr-mus LDLo:500 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

 2-Chloro-4-aminobenzoic acid (CAS NO.2457-76-3) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Consensus Reports

Reported in EPA TSCA Inventory.

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
RTECS: DG1575000
HS Code: 29224995
Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition, 2-Chloro-4-aminobenzoic acid (CAS NO.2457-76-3) emits very toxic fumes of Cl and NOx. See also AROMATIC AMINES.

Specification

 2-Chloro-4-aminobenzoic acid , its cas register number 2457-76-3. It also can be called 2-Chloro-p-aminobenzoic acid ; Benzoic acid, 4-amino-2-chloro- ; and o-Chloro-p-aminobenzoic acid . It should be stored in a tightly closed container, or stored in a cool, dry place.
 2-Chloro-4-aminobenzoic acid (CAS NO.2457-76-3) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: Hydrogen chloride, carbon monoxide, oxides of nitrogen, carbon dioxide. However, its hazardous polymerization has not been reported.