2-Amino-3-chlorobenzoic acid
Synonym(s):3-Chloroanthranilic acid
- CAS NO.:6388-47-2
- Empirical Formula: C7H6ClNO2
- Molecular Weight: 171.58
- MDL number: MFCD00134229
- EINECS: 228-996-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-11-03 14:46:35
What is 2-Amino-3-chlorobenzoic acid?
Chemical properties
white to yellow, tan or grey crystalline powder
The Uses of 2-Amino-3-chlorobenzoic acid
2-Amino-3-chlorobenzoic acid is used as pharmaceutical intermediates.
The Uses of 2-Amino-3-chlorobenzoic acid
2-Amino-3-chlorobenzoic Acid is a plant growth regulator.
Synthesis Reference(s)
The Journal of Organic Chemistry, 17, p. 141, 1952 DOI: 10.1021/jo01135a014
Synthesis
The synthesis of 2-Amino-3-chlorobenzoic acid is as follows:
70 ml of methanol was added to an autoclave, and cooled to -70° C., and 16 g (942 mmol) of a generated ammonia gas was added. 30 g (157 mmol) of 2,3-dichlorobenzoic acid and 0.78 g (7.85 mmol) of copper(I) chloride were added. The autoclave was sealed, and heated in an oil bath at 130° C. and 30 atmospheres for 20 hours. After the completion of the reaction, the autoclave was cooled to room temperature, and the reaction mixture was transferred into a reaction flask. 100 ml of water was added to the reaction solution, and the reaction solution was heated in an oil bath to 100° C. to remove the ammonia and the methanol. Then, the reaction solution was cooled to room temperature, and hydrochloric acid was added to adjust the pH value to 3. The precipitated crystals were filtered and dried to obtain 21.8 g of 2-amino-3-chlorobenzoic acid as white crystals with a yield of 81%.
Properties of 2-Amino-3-chlorobenzoic acid
Melting point: | 189-191 °C (lit.) |
Boiling point: | 0°C |
Density | 1.476±0.06 g/cm3(Predicted) |
Flash point: | 0°C |
storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
solubility | DMSO, Methanaol |
pka | 4.57±0.10(Predicted) |
form | Solid |
color | Yellow to brown |
Water Solubility | Soluble in water. |
Sensitive | Air & Light Sensitive |
InChI | InChI=1S/C7H6ClNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11) |
CAS DataBase Reference | 6388-47-2(CAS DataBase Reference) |
Safety information for 2-Amino-3-chlorobenzoic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Amino-3-chlorobenzoic acid
InChIKey | LWUAMROXVQLJKA-UHFFFAOYSA-N |
SMILES | C(O)(=O)C1=CC=CC(Cl)=C1N |
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