1$l^{4},3-benzodithiol-1-ylium; tetrafluoroboranuide

• ChemBase ID: 100096
• Molecular Formular: C7H5BF4S2
• Molecular Mass: 240.0492128
• Monoisotopic Mass: 239.98618544
• SMILES: s1c[s+]c2ccccc12.[B-](F)(F)(F)F
• Canonical SMILES: c1ccc2c(c1)[s+]cs2.F[B-](F)(F)F
• InChI: InChI=1S/C7H5S2.BF4/c1-2-4-7-6(3-1)8-5-9-7;2-1(3,4)5/h1-5H;/q+1;-1
• InChIKey: CUSWPJQKCZMDPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1$l^{4},3-benzodithiol-1-ylium; tetrafluoroboranuide; 1λ^4,3-benzodithiol-1-ylium; tetrafluoroboranuide
• IUPAC Traditional name: 1$l^{4},3-benzodithiol-1-ylium tetrafluoroborate; 1λ^4,3-benzodithiol-1-ylium tetrafluoroborate
• Synonyms: 1,3-Benzodithiolylium tetrafluoroborate; BDTF; 1,3-Benzodithiolylium tetrafluoroborate; 1,3-苯并二硫代吡咯四氟化硼盐

Database IDs

• CAS Number: 57842-27-0
• MDL Number: MFCD00070613
• Beilstein Number: 4731453
• PubChem SID: 24864541; 162086608
• PubChem CID: 2735971

CALCULATED PROPERTIES

• Acid pKa: 11.847794
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.5766977
• LogD (pH = 7.4): 1.5766895
• Log P: 1.5766978
• Molar Refractivity: 50.7829 cm^3
• Polarizability: 16.9758 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150 °C (dec.)(lit.); 150-154 °C

Safety Information

• Storage Warning: Irritant
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (elemental analysis); ≥97.0% (C/S); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C7H5BF4S2

DETAILS

Apollo Scientific Ltd - PC8254

Hydroxyl-protecting group

Sigma Aldrich - 393770

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 12347

Other Notes
Strong electrophile; introduction of BDT and MPTM [(2-(methylthio)phenylthio)methyl] nucleoside protections1,2; Introduction of O- and N-methyl groups in alcohols and amines, respectively 3