2-(4-chloro-1H-indol-3-yl)acetic acid

• ChemBase ID: 68690
• Molecular Formular: C10H8ClNO2
• Molecular Mass: 209.62902
• Monoisotopic Mass: 209.02435618
• SMILES: [nH]1cc(c2c(cccc12)Cl)CC(=O)O
• Canonical SMILES: OC(=O)Cc1c[nH]c2c1c(Cl)ccc2
• InChI: InChI=1S/C10H8ClNO2/c11-7-2-1-3-8-10(7)6(5-12-8)4-9(13)14/h1-3,5,12H,4H2,(H,13,14)
• InChIKey: WNCFBCKZRJDRKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-chloro-1H-indol-3-yl)acetic acid
• IUPAC Traditional name: 4-chloroindole-3-acetic acid
• Synonyms: 4-Chloro-1H-indole-3-acetic Acid; 4-Chloro-IAA; 4-Chloroindoleacetic Acid; 4-Chloroindolyl-3-acetic Acid; NSC 295294; 4-Chloroindole-3-acetic acid

Database IDs

• CAS Number: 2519-61-1
• MDL Number: MFCD00216155
• PubChem SID: 162034420
• PubChem CID: 100413
• CHEBI ID: 20339
• CHEMBL: 309993
• Chemspider ID: 90727
• Wikipedia Title: 4-Chloroindole-3-acetic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.1446466
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.9425954
• LogD (pH = 7.4): -0.75654393
• Log P: 2.3138008
• Molar Refractivity: 53.2569 cm^3
• Polarizability: 21.597237 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 186-188°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - C367020

5,6-Dichloroindole-3-acetic acid and 4-Chloroindole-3-acetic acid are potent candidates for new rooting promoters without estrogenic activity. Plant growth stimulators.

REFERENCES

• Pless, T., et al.: Plant Physiol., 74, 320 (1984)
• Igarashi, A., et al.: Biol. Pharm. Bull., 29, 2120 (1984)
• Liu, L., et al.: J. Agric. Food Chem., 56, 824 (1984)