methyl 1H-indole-1-carboxylate

• ChemBase ID: 142515
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: COC(=O)n1ccc2c1cccc2
• Canonical SMILES: COC(=O)n1ccc2c1cccc2
• InChI: InChI=1S/C10H9NO2/c1-13-10(12)11-7-6-8-4-2-3-5-9(8)11/h2-7H,1H3
• InChIKey: FHOPBCYBMWVMGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1H-indole-1-carboxylate
• IUPAC Traditional name: methyl indole-1-carboxylate
• Synonyms: N-(Methoxycarbonyl)indole; Indole-1-carboxylic acid methyl ester; Methyl indole-1-carboxylate; N-(甲氧羰基)吲哚; 甲基吲哚-1-羧酸酯; 吲哚-1-甲酸甲酯

Database IDs

• CAS Number: 39203-20-8
• MDL Number: MFCD11656094
• PubChem SID: 162236744
• PubChem CID: 12361768

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0111082
• LogD (pH = 7.4): 2.0111082
• Log P: 2.0111082
• Molar Refractivity: 48.0384 cm^3
• Polarizability: 19.96775 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >100 °C; >212 °F
• Density: 1.191 g/mL at 25 °C
• Refractive Index: n20/D 1.583

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 704636

Packaging
1, 5 g in glass bottle
Application

• Reactant for preparation of Bcl Inhibitor Obatoclax1
• Reactant for preparation of tetracyclic indolines2
• Reactant for Friedel-Crafts alkylation reaction of indoles3
• Reactant for oxidative free radical reactions4