2,2-difluoro-8-(4-iodophenyl)-4,12-bis(naphthalen-1-yl)-1λ5,3-diaza-2-boratricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide

• ChemBase ID: 167419
• Molecular Formular: C35H22BF2IN2
• Molecular Mass: 646.2748564
• Monoisotopic Mass: 646.08888355
• SMILES: C12=C(c3n([B-]([N+]1=C(C=C2)c1c2c(ccc1)cccc2)(F)F)c(cc3)c1cccc2c1cccc2)c1ccc(cc1)I
• Canonical SMILES: Ic1ccc(cc1)C1=C2C=CC(=[N+]2[B-](n2c1ccc2c1cccc2c1cccc2)(F)F)c1cccc2c1cccc2
• InChI: InChI=1S/C35H22BF2IN2/c37-36(38)40-31(29-13-5-9-23-7-1-3-11-27(23)29)19-21-33(40)35(25-15-17-26(39)18-16-25)34-22-20-32(41(34)36)30-14-6-10-24-8-2-4-12-28(24)30/h1-22H
• InChIKey: SDJXSBQAERLUKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-difluoro-8-(4-iodophenyl)-4,12-bis(naphthalen-1-yl)-1λ^5,3-diaza-2-boratricyclo[7.3.0.0^3,^7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide
• IUPAC Traditional name: 2,2-difluoro-8-(4-iodophenyl)-4,12-bis(naphthalen-1-yl)-1λ^5,3-diaza-2-boratricyclo[7.3.0.0^3,^7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide
• Synonyms: (T-4)-Difluoro[2-[(4-iodophenyl)[5-(1-naphthalenyl)-2H-pyrrol-2-ylidene-κN]methyl]-5-(1-naphthalenyl)-1H-pyrrolato-κN]boron; 4,4-Difluoro-8-(4'-iodophenyl)-1,7-bis-(1'-napthyl)-4-bora-3α,4α-diaza-s-indacene

Database IDs

• CAS Number: 216255-54-8
• PubChem SID: 162261552
• PubChem CID: 45039016

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.071726
• LogD (pH = 7.4): 4.071726
• Log P: 4.071726
• Molar Refractivity: 182.8735 cm^3
• Polarizability: 68.09241 Å^3
• Polar Surface Area: 7.94 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Dark Purple Solid
• Melting Point: 165-166°C

DETAILS

Toronto Research Chemicals - D445800

A 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene dye that is extremely fluorescent. A useful fluorescent dye for DNA sequencing.Fluorescence: max. Abs. 550nm; max. e x 10-3: 48.3; Stokes Shift 63nm in Ethanol; max. Abs. 542nm; max. e x 10-3: 49.0 Stok

REFERENCES

• Burghart, A., et al.: J. Org. Chem., 64, 7813-7819 (1999)