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Cas Database |
| Name |
2-Amino-5-chlorobenzoic acid |
EINECS | 211-230-8 |
| CAS No. | 635-21-2 | Density | 1.476 g/cm3 |
| PSA | 63.32000 | LogP | 2.20160 |
| Solubility | Soluble in water. | Melting Point |
204-206 °C (dec.)(lit.) |
| Formula | C7H6ClNO2 | Boiling Point | 341.5 °C at 760 mmHg |
| Molecular Weight | 171.583 | Flash Point | 160.3 °C |
| Transport Information | N/A | Appearance | White to light yellow crystal powder |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38-37/38-36 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Anthranilic acid, 5-chloro- (8CI);Anthranilic acid, 5-chloro-;2-amino-5-chloro-benzoate;5-Chloroanthranilic acid;5-Chloro-2-aminobenzoic acid;Benzoic acid, 2-amino-5-chloro-;2-amino-5-chlorbenzoic acid;2-Amino-5-chlorobenzoic Acid; |
Article Data | 53 |
2-Amino-5-chlorobenzoic acid Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol under 735.5 Torr; for 2h; Ambient temperature; | 100% |
| With hydrogen; nickel In ethanol at 20℃; | 96% |
| Reduction; | 85% |
| Conditions | Yield |
|---|---|
| With selenium; cobalt(II) chloride hexahydrate; nitrobenzene In methanol; water; dimethyl sulfoxide at 90℃; for 5h; Inert atmosphere; | 47% |
| Multi-step reaction with 2 steps 1: potassium permanganate; tetrabutylammomium bromide 2: hydrogen; palladium on activated charcoal View Scheme |
| Conditions | Yield |
|---|---|
| With selenium; nitrobenzene; sodium hydroxide In methanol; water; dimethyl sulfoxide at 90℃; for 5h; Inert atmosphere; | 54% |
- 88279-11-2
2-carboxy-4-chlorophenyl azide
- 635-21-2
5-chloroanthranilic acid
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate; sodium iodide In acetonitrile at 20℃; for 0.583333h; | 92% |
- 17422-32-1
5-chloro-1H-indole
- 635-21-2
5-chloroanthranilic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-chloro-1H-indole With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.66667h; pH=12; Stage #2: In water Acidic conditions; | 95% |
| With ruthenium trichloride; osmium(VIII) oxide; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 5.5h; | 95% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; dihydrogen peroxide In water; N,N-dimethyl-formamide at 45 - 50℃; for 15h; | A n/a B 85% |
| With sulfuryl dichloride; diethyl ether |
- 21739-93-5
2-bromo-5-chlorobenzoic acid
- 635-21-2
5-chloroanthranilic acid
| Conditions | Yield |
|---|---|
| Stage #1: 2-bromo-5-chlorobenzoic 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; | 68% |
- 635-21-2
5-chloroanthranilic acid
| Conditions | Yield |
|---|---|
| Stage #1: resin-bound 5-chloro-2-nitrobenzoic acid With aluminium; nickel dichloride at 20℃; for 70h; Stage #2: With trifluoroacetic acid | 80% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 1h; Heating; | 96% |
| With sodium hydroxide In tetrahydrofuran; ethanol; water at 50℃; for 3h; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride In diethyl ether Reflux; | 72% |
| With hydrogenchloride; sulfuryl dichloride In diethyl ether at 60 - 70℃; for 1.5h; | 35% |
| With thermophilic flavin reductase from Bacillussubtilis WU-S2B; tryptophan halogenase from Streptomyces violaceusniger strain SPC6; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 20℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; regioselective reaction; | 8% |
2-Amino-5-chlorobenzoic acid Consensus Reports
2-Amino-5-chlorobenzoic acid Specification
The 2-Amino-5-chlorobenzoic acid is an organic compound with the formula C7H6ClNO2. The IUPAC name of this chemical is 2-amino-5-chlorobenzoic acid. With the CAS registry number 635-21-2, it is also named as 5-Chloro-2-aminobenzoic acid. The product's categories are Fine Chemical & Intermediates; Amino Acids and Derivatives; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic Acid; Organic Acids; Acids & Esters; Anilines, Amides & Amines; Chlorine Compounds. Besides, it is a white to light yellow crystal powder, which should be stored in a closed cool and dry place. It is used for organic synthesis. It has inhibitory to herbicides and monoamine oxidase.
Physical properties about 2-Amino-5-chlorobenzoic acid are: (1)ACD/LogP: 2.44; (2)ACD/LogD (pH 5.5): 1.11; (3)ACD/LogD (pH 7.4): -0.44; (4)ACD/BCF (pH 5.5): 1.96; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 23.59; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 29.54 Å2; (12)Index of Refraction: 1.648; (13)Molar Refractivity: 42.31 cm3; (14)Molar Volume: 116.1 cm3; (15)Polarizability: 16.77×10-24cm3; (16)Surface Tension: 65.9 dyne/cm; (17)Density: 1.476 g/cm3; (18)Flash Point: 160.3 °C; (19)Enthalpy of Vaporization: 61.76 kJ/mol; (20)Boiling Point: 341.5 °C at 760 mmHg; (21)Vapour Pressure: 3.09E-05 mmHg at 25°C.
Preparation: this chemical can be prepared by 5-chloro-2-nitro-benzoic acid. This reaction will need reagent tin and aqueous hydrochloric acid.
Uses of 2-Amino-5-chlorobenzoic acid: it can be used to produce 6-chloro-3H-quinazolin-4-one at temperature of 180 °C.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(C(=O)O)c(N)cc1
(2)InChI: InChI=1/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
(3)InChIKey: IFXKXCLVKQVVDI-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
(5)Std. InChIKey: IFXKXCLVKQVVDI-UHFFFAOYSA-N
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