2-(3-oxo-2,3-dihydro-1H-indol-2-ylidene)-2,3-dihydro-1H-indol-3-one

• ChemBase ID: 104182
• Molecular Formular: C16H10N2O2
• Molecular Mass: 262.2628
• Monoisotopic Mass: 262.07422757
• SMILES: O=C1/C(=C/2\Nc3c(cccc3)C2=O)/Nc2c1cccc2
• Canonical SMILES: O=C1c2ccccc2N/C/1=C\1/Nc2c(C1=O)cccc2
• InChI: InChI=1S/C16H10N2O2/c19-15-9-5-1-3-7-11(9)17-13(15)14-16(20)10-6-2-4-8-12(10)18-14/h1-8,17-18H
• InChIKey: COHYTHOBJLSHDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-oxo-2,3-dihydro-1H-indol-2-ylidene)-2,3-dihydro-1H-indol-3-one
• IUPAC Traditional name: indigo dye
• Synonyms: Indigo blue; Indigo; 2,2'-Bis(2,3-dihydro-3- oxoindolyliden); Indigotin; Indigo dye; C.l. 73000; Pigment Blue 66; Indigo Blue, Indigotin; INDIGO

Database IDs

• CAS Number: 482-89-3
• EC Number: 207-586-9
• MDL Number: MFCD00005722
• Beilstein Number: 88275
• PubChem SID: 162091499; 24853742
• PubChem CID: 5318432
• CHEMBL: 599552
• Chemspider ID: 4477009
• Unique Ingredient Identifier: 1G5BK41P4F
• Wikipedia Title: Indigo_dye
• Color Index Number: 73000

CALCULATED PROPERTIES

• Acid pKa: 8.179343
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6514971
• LogD (pH = 7.4): 2.583584
• Log P: 2.6523607
• Molar Refractivity: 80.041 cm^3
• Polarizability: 27.96138 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 990 μg/L (at 25C) in water
• Apperance: dark blue crystalline powder
• Melting Point: >300 °C(lit.); 390 - 392°C; ca. 250 °C
• Boiling Point: decomposes
• Auto Ignition Point: ca. 300 °C
• Density: 1.199 g/cm^3; ca. 1.35 g/cm^3 at 20 °C
• Absorption Wavelength: λmax 602 nm

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DU2988400
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; S26-S36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... EPHX2(2053)mouse ... Ephx2(13850)

Product Information

• Grade: for microscopy
• Compostion: Dye content, 95%
• Ignition Residue: ~2%
• Quality: synthetic
• Empirical Formula (Hill Notation): C16H10N2O2

DETAILS

MP Biomedicals - 02155018

Dye content: Approx. 80%

Sigma Aldrich - 229296

Packaging
25, 100 g in glass bottle