| Identification | More | [Name]
2-Amino-5-chloro-3-methylbenzoic acid | [CAS]
20776-67-4 | [Synonyms]
2-AMINO-5-CHLORO-3-METHYLBENZOIC ACID
3-METHYL-5-CHLORO-ANTHRANILIC ACID
BENZOIC ACID, 2-AMINO-5-CHLORO-3-METHYL- | [EINECS(EC#)]
629-058-0 | [Molecular Formula]
C8H8ClNO2 | [MDL Number]
MFCD02358895 | [Molecular Weight]
185.61 | [MOL File]
20776-67-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
239-243 °C (lit.) | [Boiling point ]
348.4±42.0 °C(Predicted) | [density ]
1.401±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
very slightly in Methanol | [form ]
powder to crystal | [pka]
4?+-.0.10(Predicted) | [color ]
White to Light yellow to Light red | [InChI]
InChI=1S/C8H8ClNO2/c1-4-2-5(9)3-6(7(4)10)8(11)12/h2-3H,10H2,1H3,(H,11,12) | [InChIKey]
KOPXCQUAFDWYOE-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(Cl)=CC(C)=C1N | [CAS DataBase Reference]
20776-67-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow crystalline powder | [Uses]
2-Amino-5-chloro-3-methylbenzoic Acid is a useful research chemical for the preparation of benzoyl urea containing anthranillic acid groups with insecticidal activity. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 2-amino-5-chloro-3-methylbenzoic acid from 2-amino-3-methylbenzoic acid: In a 100 mL round-bottomed flask, 20 mL of 2-amino-3-methylbenzoic acid, 50 mL of N,N-dimethylformamide (DMF), and 30 mmol of N-chlorosuccinimide (or N-bromosuccinimide) were added. The mixture was stirred under reflux conditions for 3 hours. After the reaction was completed, the reaction solution was poured into ice water. The pH was adjusted to 6 with dilute hydrochloric acid and then filtered. The resulting solid was washed with a small amount of ethanol to give a gray solid 2-amino-5-halogeno-3-methylbenzoic acid (halogen was chlorine or bromine). The yield was 83%. | [References]
[1] Journal of Agricultural and Food Chemistry, 2012, vol. 60, # 44, p. 10942 - 10951
[2] Australian Journal of Chemistry, 2014, vol. 67, # 10, p. 1491 - 1503
[3] Patent: CN103450154, 2016, B. Location in patent: Paragraph 0063-0065
[4] Patent: CN104031026, 2017, B. Location in patent: Paragraph 0051; 0052; 0053; 0054
[5] Journal of Chemical Research, 2008, # 9, p. 530 - 533 |
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