1,3,3-trimethyl-2-[2-(2-methyl-1H-indol-3-yl)ethenyl]-3H-indol-1-ium chloride

• ChemBase ID: 122891
• Molecular Formular: C22H23ClN2
• Molecular Mass: 350.88442
• Monoisotopic Mass: 350.15497643
• SMILES: [N+]1(=C(C(c2c1cccc2)(C)C)/C=C/c1c([nH]c2c1cccc2)C)C.[Cl-]
• Canonical SMILES: Cc1[nH]c2c(c1/C=C/C1=[N+](C)c3c(C1(C)C)cccc3)cccc2.[Cl-]
• InChI: InChI=1S/C22H22N2.ClH/c1-15-16(17-9-5-7-11-19(17)23-15)13-14-21-22(2,3)18-10-6-8-12-20(18)24(21)4;/h5-14H,1-4H3;1H
• InChIKey: ZOMLUNRKXJYKPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,3-trimethyl-2-[2-(2-methyl-1H-indol-3-yl)ethenyl]-3H-indol-1-ium chloride; 1,3,3-trimethyl-2-[(E)-2-(2-methyl-1H-indol-3-yl)ethenyl]-3H-indol-1-ium chloride
• IUPAC Traditional name: 1,3,3-trimethyl-2-[2-(2-methyl-1H-indol-3-yl)ethenyl]indol-1-ium chloride; 1,3,3-trimethyl-2-[(E)-2-(2-methyl-1H-indol-3-yl)ethenyl]indol-1-ium chloride
• Synonyms: Basic Orange 21; Astrazon Orange G; (E)-1,3,3-trimethyl-2-(2-(2-methyl-1H-indol-3-yl)vinyl)-3H-indol-1-ium chloride

Database IDs

• CAS Number: 3056-93-7
• EC Number: 221-290-7
• MDL Number: MFCD00011947
• PubChem SID: 162217244; 24856573
• PubChem CID: 6433357
• Color Index Number: 48035

CALCULATED PROPERTIES

• Acid pKa: 16.338202
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.426643
• LogD (pH = 7.4): 2.426643
• Log P: 2.426643
• Molar Refractivity: 113.4296 cm^3
• Polarizability: 40.018646 Å^3
• Polar Surface Area: 18.8 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 490 nm

Safety Information

• RTECS: NM2251000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Salt Data: Cl-
• Empirical Formula (Hill Notation): C22H23ClN2

DETAILS

Sigma Aldrich - 274216

Application
Metachromatic dye
Packaging
100 g in glass bottle