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84740

Sigma-Aldrich

Sulfur trioxide trimethylamine complex

technical, ≥90% (S)

Synonym(s):

NSC 9838, Trimethylamine sulfur trioxide complex

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About This Item

Linear Formula:
(CH3)3N · SO3
CAS Number:
Molecular Weight:
139.17
Beilstein/REAXYS Number:
3681759
EC Number:
MDL number:
UNSPSC Code:
12352000

grade

technical

assay

≥90% (S)

reaction suitability

reagent type: oxidant

mp

232 °C (dec.) (lit.)

SMILES string

CN(C)C.O=S(=O)=O

InChI

1S/C3H9N.O3S/c2*1-4(2)3/h1-3H3;

InChI key

DXASQZJWWGZNSF-UHFFFAOYSA-N

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Application

Reactant for sulfation reactions involving:
  • Synthesis of sulfate-conjugated resveratrol metabolites
  • Chitooligosaccharides used for anti-HIV-1 activity
  • Dodecyl thioglycopyranoside used as a surfactant for enantiomeric separation
  • Glycosaminoglycans which facilitate activation of signaling pathways dependent on sulfation pattern
  • Polysaccharides as heparan sulfate mimetics

Nucleophile for the synthesis of α-tosyloxy ketones

Other Notes

Reagent for the sulfation of alcohols

Replaced by

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B. Guilbert et al.
Tetrahedron Letters, 35, 6563-6563 (1994)

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