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135879

Sigma-Aldrich

Sulfur trioxide trimethylamine complex

Synonym(s):

NSC 9838, Trimethylamine sulfur trioxide complex

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About This Item

Linear Formula:
(CH3)3N · SO3
CAS Number:
3162-58-1
Molecular Weight:
139.17
Beilstein/REAXYS Number:
3681759
EC Number:
221-614-7
MDL number:
MFCD00012421
UNSPSC Code:
12352116
PubChem Substance ID:
24848242
NACRES:
NA.22

form

solid

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

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Product No.
Description
Pricing

911992

TBSAB, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jure Acimovic et al.
PloS one, 8(7), e68031-e68031 (2013-07-12)
24S- and 27-hydroxycholesterol (24OHC and 27OHC) are potent regulators of different biochemical systems in vitro and are the major circulating oxysterols. A small fraction of these oxysterols has been reported to be sulphated but there are no detailed studies. We
Juliane Strätz et al.
Macromolecular bioscience, 20(2), e1900403-e1900403 (2019-12-31)
Sulfated cellulose (CS) represents an interesting biopolymer due to bioactivity comparable to heparin. However, use of CS for making surface coatings or hydrogels requires the presence of reactive groups for covalent reactions. Here, an approach is presented to oxidize cellulose
Shuqian Hu et al.
Carbohydrate polymers, 236, 116052-116052 (2020-03-17)
In this study, a series water soluble sulfate polysaccharides (SPS) with different degrees of substitutions (DS = 0.02∼0.28) were prepared using a linear water-insoluble β-d-(1→3)-glucan. SPS-1, SPS-3 and SPS-7 with substitution degrees of 0.02, 0.06 and 0.25 were used as templates to
Mikael Pedersen et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 34(4), 482-488 (2017-01-21)
After administration of steroids to animals the steroids are partially metabolised in the liver and kidney to phase 2 metabolites, i.e., glucuronic acid or sulphate conjugates. During analysis these conjugated metabolites are normally deconjugated enzymatically with aryl sulphatase and glucuronidase
Jianhong Yang et al.
Biopolymers, 103(10), 539-549 (2015-04-11)
The 6-amino-6-deoxychitosan (NC) and their 2, 6-di-N-sulfonated derivatives were prepared via N-phthaloylation, tosylation, azidation, hydrazinolysis, reduction of azide groups and N-sulfonation, and their structures were systematically characterized by FT-IR, 2D HSQC NMR, XRD, gel permeation chromatography (GPC), and elemental analysis.
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