2-[4-(dimethylamino)phenyl]-4-[4-(dimethyliminiumyl)cyclohexa-2,5-dien-1-ylidene]-3-oxocyclobut-1-en-1-olate

• ChemBase ID: 145534
• Molecular Formular: C20H20N2O2
• Molecular Mass: 320.385
• Monoisotopic Mass: 320.15247789
• SMILES: CN(C)c1ccc(cc1)C1=C(/C(=C/2\C=CC(=[N+](C)C)C=C2)/C1=O)[O-]
• Canonical SMILES: [O-]C1=C(C(=O)/C/1=C\1/C=CC(=[N+](C)C)C=C1)c1ccc(cc1)N(C)C
• InChI: InChI=1S/C20H20N2O2/c1-21(2)15-9-5-13(6-10-15)17-19(23)18(20(17)24)14-7-11-16(12-8-14)22(3)4/h5-12H,1-4H3
• InChIKey: HERJDZWHZQOZLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(dimethylamino)phenyl]-4-[4-(dimethyliminiumyl)cyclohexa-2,5-dien-1-ylidene]-3-oxocyclobut-1-en-1-olate
• IUPAC Traditional name: squarylium dye III
• Synonyms: Squarylium dye III; 1,3-Bis[4-(dimethylamino)phenyl]-2,4-dihydroxycyclobutenediylium dihydroxide, bis(inner salt); 方酸菁染料 III; 二氢氧化1,3-二[4-(二甲氨基)苯基]-2,4-二羟基环丁烯二鎓二(内盐)

Database IDs

• CAS Number: 43134-09-4
• MDL Number: MFCD00142504
• PubChem SID: 162239739; 24848931
• PubChem CID: 4260165

CALCULATED PROPERTIES

• Acid pKa: 7.6093507
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.80525744
• LogD (pH = 7.4): -0.3526699
• Log P: -0.8102502
• Molar Refractivity: 123.6896 cm^3
• Polarizability: 36.32495 Å^3
• Polar Surface Area: 46.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)
• Absorption Wavelength: λmax 625 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Compostion: Dye content, 90%
• Empirical Formula (Hill Notation): C20H20N2O2

DETAILS

Sigma Aldrich - 149063

Packaging
1 g in glass bottle