NorrChemica™
DABSO
DABSO | CAS 119752-83-9 | ≥95%
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Technical Specifications
| CAS Number | 119752-83-9 |
| EC / EINECS Number | 802-457-9 |
| MDL Number | MFCD22377802 |
| SMILES | C1C[N+]2(CC[N+]1(CC2)S(=O)[O-])S(=O)[O-] |
| InChI | InChI=1S/C6H12N2O4S2/c9-13(10)7-1-2-8(5-3-7,6-4-7)14(11)12/h1-6H2 |
| InChIKey | RWISEVUOFYXWFO-UHFFFAOYSA-N |
| PubChem CID | 75176251 |
| Molecular Formula | C₆H₁₂N₂O₄S₂ |
| Molecular Weight | 240.3 g/mol |
| Melting Point | 136 - 137 °C |
| Solubility | Soluble in water |
| Purity | ≥95% |
| Physical Form | White to off-white crystalline powder |
| HS Code | 2933.59 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Keep container tightly closed in a dry and well-ventilated place. Store in cool place. Recommended storage temperature 2 - 8 °C |
Product Description & Scientific Applications
DABSO (DABCO·(SO₂)₂) is the charge-transfer complex of 1,4-diazabicyclo[2.2.2]octane with two equivalents of sulfur dioxide, existing as the zwitterion with a sulfinate on each quaternised nitrogen. The colourless solid releases that SO₂ under reaction conditions, so it is charged substoichiometrically — typically 0.5 to 0.6 equivalents against the limiting substrate — replacing the cylinder and handling equipment direct SO₂ chemistry requires.
Sulfinate formation. Grignard reagents add to give magnesium halide sulfinate salts. Redox-neutral palladium(II) catalysis reaches the same intermediates from aryl, heteroaryl and alkenyl boronic acids. Electrophiles carry them on to sulfones or sulfonamides.
Sulfonyl fluorides and SuFEx. Palladium-catalysed SO₂ insertion into aryl and heteroaryl bromides forms the sulfinate; NFSI then traps it in situ as the sulfonyl fluoride. The sequence tolerates the functional groups of active pharmaceutical ingredients and peptides. Sulfonyl fluorides are the connective hub of SuFEx click chemistry. Sulfonyl chlorides are destroyed by reduction to S(IV). The S–F bond survives water and storage, then exchanges with phenols and amines on demand. SuFEx links modular units into polymers and biomolecule conjugates, and sulfonyl fluorides act as covalent warheads in chemical biology.
Sulfonylative Suzuki–Miyaura coupling. A copper(I) catalyst combines an arylboronic acid, an aryl iodide and DABSO in a single step to give diaryl sulfones.
Sulfonamides and sulfamides. Two amines with KI and isoamyl nitrite give substituted sulfonamides metal-free in one pot; anilines with iodine give sulfamides.
Radical cascades. Copper-catalysed addition across an unsaturated carboxylic acid with an aryldiazonium salt gives sulfonyl lactones, up to 95% yield and 88% ee.
Sulfolene formation. Cheletropic addition to 2,3-dimethylbutadiene gives the corresponding sulfolene.
Shipping Destinations
- EU & UK: Priority delivery, 1–2 business days.
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Safety Information
| GHS Pictograms |
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| Signal Word | Warning |
| Hazard Class | Not regulated for transport |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
| H-Statements | H302 - H315 - H319 |
| P-Statements | P261 - P264 - P271 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P312 - P321 - P332+P313 - P337+P313 - P362+P364 - P403+P233 - P405 - P501 |
