3-(1,3-benzothiazol-2-yl)-7-(octadecyloxy)-2H-chromen-2-one

• ChemBase ID: 156214
• Molecular Formular: C34H45NO3S
• Molecular Mass: 547.791
• Monoisotopic Mass: 547.31201531
• SMILES: CCCCCCCCCCCCCCCCCCOc1ccc2cc(c(=O)oc2c1)c1nc2ccccc2s1
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOc1ccc2c(c1)oc(=O)c(c2)c1nc2c(s1)cccc2
• InChI: InChI=1S/C34H45NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-24-37-28-23-22-27-25-29(34(36)38-31(27)26-28)33-35-30-20-17-18-21-32(30)39-33/h17-18,20-23,25-26H,2-16,19,24H2,1H3
• InChIKey: CJGKLHFROZQZHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1,3-benzothiazol-2-yl)-7-(octadecyloxy)-2H-chromen-2-one
• IUPAC Traditional name: 3-(1,3-benzothiazol-2-yl)-7-(octadecyloxy)chromen-2-one
• Synonyms: BOC; 3-(2-Benzothiazolyl)-7-octadecyloxycoumarin

Database IDs

• CAS Number: 161992-82-1
• MDL Number: MFCD01862924
• PubChem SID: 162250352
• PubChem CID: 4992323

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 11.359407
• LogD (pH = 7.4): 11.359407
• Log P: 11.359407
• Molar Refractivity: 161.2994 cm^3
• Polarizability: 64.53 Å^3
• Polar Surface Area: 48.42 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble; methanol: soluble; toluene: soluble
• Melting Point: 135-136 °C(lit.)
• Fluorescence: λex 390 nm; λem 465 nm in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C34H45NO3S

DETAILS

Sigma Aldrich - 12786

Application
3-(2-Benzothiazolyl)-7-octadecyloxycoumarin is a laser dye that is an amphiphilic derivative of coumarin 6. It forms Langmuir-Blodgett flims (i.e., floating layers at the air-water interface) at room temperature. At room temperature the films are amorphous and at low temperatures they are microcrystalline 1,2.