4-[(E)-2-{4-[ethyl(2-hydroxyethyl)amino]phenyl}ethenyl]-1-methylpyridin-1-ium; tetraphenylboranuide

• ChemBase ID: 156516
• Molecular Formular: C42H43BN2O
• Molecular Mass: 602.61462
• Monoisotopic Mass: 602.34684441
• SMILES: [B-](c1ccccc1)(c1ccccc1)(c1ccccc1)c1ccccc1.CCN(CCO)c1ccc(cc1)/C=C/c1cc[n+](cc1)C
• Canonical SMILES: c1ccc(cc1)[B-](c1ccccc1)(c1ccccc1)c1ccccc1.OCCN(c1ccc(cc1)/C=C/c1cc[n+](cc1)C)CC
• InChI: InChI=1S/C24H20B.C18H23N2O/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;1-3-20(14-15-21)18-8-6-16(7-9-18)4-5-17-10-12-19(2)13-11-17/h1-20H;4-13,21H,3,14-15H2,1-2H3/q-1;+1
• InChIKey: VQUVCIYMYJAJIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-{4-[ethyl(2-hydroxyethyl)amino]phenyl}ethenyl]-1-methylpyridin-1-ium; tetraphenylboranuide
• IUPAC Traditional name: 4-[(E)-2-{4-[ethyl(2-hydroxyethyl)amino]phenyl}ethenyl]-1-methylpyridin-1-ium tetraphenylborate
• Synonyms: ASPT; trans-4-[4-(N-Ethyl-2-hydroxyethylamino)styryl]-1-methylpyridinium tetraphenylborate

Database IDs

• CAS Number: 159721-38-7
• MDL Number: MFCD04040038
• Beilstein Number: 7513356
• PubChem SID: 24846255; 162250653
• PubChem CID: 15219577

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.9088
• LogD (pH = 7.4): 5.9088
• Log P: 5.9088
• Molar Refractivity: 101.8972 cm^3
• Polarizability: 41.872147 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 484 nm; λem 601 nm in 92 mM phosphate, 25 mM SDS pH 7.0

Safety Information

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

• Purity: ≥95.0% (HPCE)
• Grade: for fluorescence; purum
• Empirical Formula (Hill Notation): C42H43BN2O

DETAILS

Sigma Aldrich - 09175

Other Notes
(Aminostyryl)pyridinium hemicyanine dye with solvent-dependent one- and two-photon emission2,3
Application
ASPT has been utilized in the synthesis of fluorescent poy(ε-caprolactone), where the alcohol group serves as the initiator of the reaction1.