3H-1λ6,2-benzodithiole-1,1,3-trione

• ChemBase ID: 155347
• Molecular Formular: C7H4O3S2
• Molecular Mass: 200.23486
• Monoisotopic Mass: 199.96018599
• SMILES: c1ccc2c(c1)C(=O)SS2(=O)=O
• Canonical SMILES: O=C1SS(=O)(=O)c2c1cccc2
• InChI: InChI=1S/C7H4O3S2/c8-7-5-3-1-2-4-6(5)12(9,10)11-7/h1-4H
• InChIKey: JUDOLRSMWHVKGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3H-1λ^6,2-benzodithiole-1,1,3-trione
• IUPAC Traditional name: 1λ^6,2-benzodithiole-1,1,3-trione
• Synonyms: 3H-1,2-Benzodithiol-one 1,1-dioxide; Beaucage reagent; 3H-1,2-Benzodithiol-3-one 1,1-dioxide; 3H-1,2-苯并二硫醇-3-酮-1,1-二氧化物

Database IDs

• CAS Number: 66304-01-6
• MDL Number: MFCD00132960
• Beilstein Number: 4180332
• PubChem SID: 24891545; 162249485
• PubChem CID: 3009847

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6212697
• LogD (pH = 7.4): 1.6212697
• Log P: 1.6212697
• Molar Refractivity: 46.8878 cm^3
• Polarizability: 18.827356 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-107°C; 103-107 °C(lit.)

Safety Information

• UN Number: UN3335
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: III
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; 99%
• Empirical Formula (Hill Notation): C7H4O3S2

DETAILS

Sigma Aldrich - B1027

Application
For synthesis of S-oligonucleotides (phosphorothioates).

REFERENCES

• Sulfur-transfer reagent for the large-scale synthesis of oligonucleotide phosphorothioate analogues; Nucleosides Nucleotides, 16 1585 (1997).