methyl 2-(1H-indol-3-yl)acetate

• ChemBase ID: 111755
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: COC(=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: COC(=O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C11H11NO2/c1-14-11(13)6-8-7-12-10-5-3-2-4-9(8)10/h2-5,7,12H,6H2,1H3
• InChIKey: KTHADMDGDNYQRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(1H-indol-3-yl)acetate
• IUPAC Traditional name: methyl 2-(1H-indol-3-yl)acetate
• Synonyms: Methyl indole-3-acetate; Methyl 3-indolylacetate; INDOLE-3-ACETIC ACID METHYL ESTER; Methyl indole-3-acetate; Indole-3-acetic acid methyl ester; methyl 2-(1H-indol-3-yl)acetate; 1H-Indole-3-acetic Acid Methyl Ester; (1H-Indol-3-yl)acetic Acid Methyl Ester; Methyl 2-(1H-Indol-3-yl)acetate; Methyl β-Indoleacetate; NSC 63806; β-Indolylacetic Acid Methyl Ester; Methyl Indole-3-acetate; 吲哚-3-醋酸甲酯; 吲哚-3-乙酸甲酯

Database IDs

• CAS Number: 1912-33-0
• EC Number: 217-622-5
• MDL Number: MFCD00005636; MFCD00022749
• Beilstein Number: 158031
• PubChem SID: 24896162; 162096657; 24880679
• PubChem CID: 74706

CALCULATED PROPERTIES

• Acid pKa: 15.044119
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8556502
• LogD (pH = 7.4): 1.8556502
• Log P: 1.8556502
• Molar Refractivity: 53.2212 cm^3
• Polarizability: 21.828005 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; methanol: soluble0.1 g/mL, clear
• Apperance: Dark Brown Oil
• Melting Point: 50-52 °C
• Boiling Point: 160-163 °C/0.5 mmHg
• Hydrophobicity(logP): 1.81

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0% (GC); 95%; 95+%
• Grade: analytical standard; purum
• Suitability: suitable for (for IAA Immunoassay Kit, PGR-3)
• Empirical Formula (Hill Notation): C11H11NO2

DETAILS

MP Biomedicals - 05220788

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - M313475

A phytohormone.

REFERENCES

• Quittenden, L., et al.: Plant Physiol., 151, 1130 (2009)
• Jiraskova, D., et al.: J. Phycol., 45, 108 (2009)