5-(trifluoromethoxy)-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 96948
• Molecular Formular: C9H4F3NO3
• Molecular Mass: 231.1281696
• Monoisotopic Mass: 231.01432765
• SMILES: N1c2c(cc(cc2)OC(F)(F)F)C(=O)C1=O
• Canonical SMILES: O=C1Nc2c(C1=O)cc(cc2)OC(F)(F)F
• InChI: InChI=1S/C9H4F3NO3/c10-9(11,12)16-4-1-2-6-5(3-4)7(14)8(15)13-6/h1-3H,(H,13,14,15)
• InChIKey: XHAJMVPMNOBILF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(trifluoromethoxy)-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 5-(trifluoromethoxy)-1H-indole-2,3-dione
• Synonyms: 5-(Trifluoromethoxy)isatin; 5-(Trifluoromethoxy)-1H-indole-2,3-dione; 5-(Trifluoromethoxy)indoline-2,3-dione; 2,3-Dihydro-2,3-dioxo-5-(trifluoromethoxy)-1H-indole; 5-(Trifluoromethoxy)isatin 97%; 5-TrifluoroMethoxy-1H-indole-2,3-dione; 5-三氟甲氧靛红; 5-(三氟甲氧基)靛红

Database IDs

• CAS Number: 169037-23-4
• MDL Number: MFCD00192524
• PubChem SID: 24864336; 162083592
• PubChem CID: 2732752

CALCULATED PROPERTIES

• Acid pKa: 9.009728
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0325274
• LogD (pH = 7.4): 3.0226479
• Log P: 3.0326552
• Molar Refractivity: 43.5453 cm^3
• Polarizability: 16.745903 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170-172 °C(lit.); 170-172°C; 170-172°C

Safety Information

• Storage Warning: Irritant/Keep Cold
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C9H4F3NO3

DETAILS

Sigma Aldrich - 390674

Packaging
1 g in glass bottle
Application
Reactant for preparation of (fluorinated-indolinonylidene)-hydrazine-carbothioamides by condensation with thiosemicarbazides1Reactant for preparation of oxindole derivatives as TAk1 kinase inhibitors2Reactant for preparation of isatin thiosemicarbazones via condensation with thiosemicarbazones as herpes simplex virus (HSV) inhibitors3Reactant for synthesis of ortho disubstituted biphenyls4Reactant for preparation of indolinon-spirothiazolidinones as selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B5Reactant for synthesis of 3-substituted 2-indolinone RET kinase inhibitors6Reactant for preparation of indolone acetamides as antiseizure agents7