4-chloro-2-hydroxybenzoic acid

• ChemBase ID: 7184
• Molecular Formular: C7H5ClO3
• Molecular Mass: 172.5658
• Monoisotopic Mass: 171.9927217
• SMILES: c1cc(cc(c1C(=O)O)O)Cl
• Canonical SMILES: Clc1ccc(c(c1)O)C(=O)O
• InChI: InChI=1S/C7H5ClO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11)
• InChIKey: LWXFCZXRFBUOOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-hydroxybenzoic acid
• IUPAC Traditional name: 4-chloro-2-hydroxybenzoic acid
• Synonyms: 4-Chlorosalicylic acid; 4-Chloro salicylic acid; 2-Hydroxy-4-chlorobenzoic Acid; 4-Chloro-2-hydroxybenzoic Acid; NSC 15816; p-Chlorosalicylic Acid; 4-Chlorosalicylic Acid; 4-Chlorosalicylic acid; 2-Carboxy-5-chlorophenol; 4-Chloro-2-hydroxybenzoic acid; 4-氯水杨酸

Database IDs

• CAS Number: 5106-98-9
• EC Number: 225-829-7
• MDL Number: MFCD00002449
• Beilstein Number: 2209125
• PubChem SID: 160970491; 24851077
• PubChem CID: 78782

CALCULATED PROPERTIES

• Acid pKa: 2.7839396
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.07350366
• LogD (pH = 7.4): -0.91397643
• Log P: 2.5813081
• Molar Refractivity: 40.0999 cm^3
• Polarizability: 15.25501 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid; white powder
• Melting Point: 207°C; 209-213°C; 210-212 °C(lit.); 214-217°C; ca 215°C dec.

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36/37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 93%; 98%; 99%
• Linear Formula: ClC6H3(OH)CO2H

DETAILS

Sigma Aldrich - 183784

Packaging
5, 100 g in glass bottle

Toronto Research Chemicals - C382005

4-Chlorosalicylic Acid is a metabolite of the herbicide Benthiocarb. 4-Chlorosalicylic Acid shows antifungal activity.

REFERENCES

• Nakamura, Y. et al.: Agric. Biol. Chem., 41, 1613 (1977)
• Patel, H.S. et al.: J. Macromol. Sci. Chem., A20, 453 (1977)
• Amborabe, B.-E. et al.: Plant Physiol. Biochem., 40, 1051 (1977)