ethyl 2-methyl-1H-indole-3-carboxylate

• ChemBase ID: 150376
• Molecular Formular: C12H13NO2
• Molecular Mass: 203.23712
• Monoisotopic Mass: 203.09462866
• SMILES: CCOC(=O)c1c([nH]c2c1cccc2)C
• Canonical SMILES: CCOC(=O)c1c(C)[nH]c2c1cccc2
• InChI: InChI=1S/C12H13NO2/c1-3-15-12(14)11-8(2)13-10-7-5-4-6-9(10)11/h4-7,13H,3H2,1-2H3
• InChIKey: ICXKIKDXKRONLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-methyl-1H-indole-3-carboxylate
• IUPAC Traditional name: ethyl 2-methyl-1H-indole-3-carboxylate
• Synonyms: 2-Methylindole-3-carboxylic acid ethyl ester; Ethyl 2-methylindole-3-carboxylate; 2-甲基吲哚-3-羧酸乙酯

Database IDs

• CAS Number: 53855-47-3
• MDL Number: MFCD01863674
• PubChem SID: 24873445; 162244537
• PubChem CID: 4072358

CALCULATED PROPERTIES

• Acid pKa: 12.484908
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.631854
• LogD (pH = 7.4): 2.631851
• Log P: 2.631854
• Molar Refractivity: 59.0681 cm^3
• Polarizability: 23.578623 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 134-136 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C12H13NO2

DETAILS

Sigma Aldrich - 511412

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for preparation of:
• 2-methyl-3-[5-substituted phenyl-1,3,4-oxadiazol-2-yl]-1H-indoles as antimicrobial agents1
• Aminoheterocycle via N-amination of heterocyclic compounds with O-benzoylhydroxylamines2