ethyl 5-fluoro-1H-indole-2-carboxylate

• ChemBase ID: 65029
• Molecular Formular: C11H10FNO2
• Molecular Mass: 207.2010032
• Monoisotopic Mass: 207.06955679
• SMILES: c1(ccc2[nH]c(cc2c1)C(=O)OCC)F
• Canonical SMILES: CCOC(=O)c1cc2c([nH]1)ccc(c2)F
• InChI: InChI=1S/C11H10FNO2/c1-2-15-11(14)10-6-7-5-8(12)3-4-9(7)13-10/h3-6,13H,2H2,1H3
• InChIKey: VIKOQTQMWBKMNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-fluoro-1H-indole-2-carboxylate
• IUPAC Traditional name: ethyl 5-fluoro-1H-indole-2-carboxylate
• Synonyms: Ethyl 5-fluoro-1H-indole-2-carboxylate; 5-Fluoroindole-2-carboxylic acid ethyl ester; Ethyl 5-fluoroindole-2-carboxylate; 5-氟吲哚-2-甲酸乙酯

Database IDs

• CAS Number: 348-36-7
• MDL Number: MFCD00152076
• Beilstein Number: 170254
• PubChem SID: 24881016; 162030768
• PubChem CID: 2727899

CALCULATED PROPERTIES

• Acid pKa: 11.326229
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.494995
• LogD (pH = 7.4): 2.4949505
• Log P: 2.4949958
• Molar Refractivity: 54.0123 cm^3
• Polarizability: 21.457952 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 146-150 °C; 147-152°C

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 96%; 98%
• Empirical Formula (Hill Notation): C11H10FNO2

DETAILS

Sigma Aldrich - 579858

Packaging
1, 5 g in glass bottle
Application

• Reactant for preparation of antitumor agents1
• Reactant for preparation of antihyperlipidemic agents2
• Reactant for preparation of factor Xa inhibitors3
• Reactant for preparation of potential antiarrhythmic agents4
• Reactant for preparation of inhibitors of the cytosolic phospholipase A25
• Reactant for preparation of thromboxane receptor antagonist and thromboxane synthase inhibitor via Mitsunobu reaction6