methyl 1H-indole-5-carboxylate

• ChemBase ID: 34945
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: C(=O)(c1cc2c([nH]cc2)cc1)OC
• Canonical SMILES: COC(=O)c1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C10H9NO2/c1-13-10(12)8-2-3-9-7(6-8)4-5-11-9/h2-6,11H,1H3
• InChIKey: DRYBMFJLYYEOBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1H-indole-5-carboxylate
• IUPAC Traditional name: methyl 1H-indole-5-carboxylate
• Synonyms: Methyl 1H-indole-5-carboxylate; 5-(Methoxycarbonyl)-1H-indole; Indole-5-carboxylic acid, methyl ester; Methyl indole-5-carboxylate; Methyl indole-5-carboxylate; Indole-5-carboxylic acid methyl ester; 5-(Methoxycarbonyl)indole; H-Indole-5-carboxylic Acid Methyl Ester; Methyl Indole-6-carboxylate; 吲哚-5-甲酸甲酯; 吲哚-5-羧酸甲酯

Database IDs

• CAS Number: 1011-65-0
• EC Number: 000-000-0
• MDL Number: MFCD00153023
• Beilstein Number: 474256
• PubChem SID: 24873426; 160998252
• PubChem CID: 2737635

CALCULATED PROPERTIES

• Acid pKa: 15.664605
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0754848
• LogD (pH = 7.4): 2.0754848
• Log P: 2.0754848
• Molar Refractivity: 49.1698 cm^3
• Polarizability: 19.959286 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale orange Solid
• Melting Point: 123-126°C; 123-126°C; 124-126°C; 126-128 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; 98+%; 99%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 511188

Packaging
1, 5 g in glass bottle
Application
reactant for biosynthesis of inhibitors of protein kinases1reactant in metal-free Friedel-Crafts alkylation2reactant in preparation of diphenylsulfonium ylides from Martin′s sulfurane3reactant in cross dehydrogenative coupling reactions4reactant in synthesis of indirubin derivatives5reactant in preparation of aminoindolylacetates6