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CN

S7556

Sulfur trioxide pyridine complex

97%

Synonym(s):

NSC 75831, Pyridine sulfur trioxide complex

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About This Item

Empirical Formula (Hill Notation):
C5H5NO3S
CAS Number:
Molecular Weight:
159.16
UNSPSC Code:
12352303
NACRES:
NA.22
PubChem Substance ID:
EC Number:
247-683-3
Beilstein/REAXYS Number:
3704116
MDL number:
Assay:
97%
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Quality Level

assay

97%

reaction suitability

reagent type: oxidant

SMILES string

O=S(=O)=O.c1ccncc1

InChI

1S/C5H5N.O3S/c1-2-4-6-5-3-1;1-4(2)3/h1-5H;

InChI key

UDYFLDICVHJSOY-UHFFFAOYSA-N

Application

Sulfur trioxide-pyridine (SO3-py) complex can be used to convert the allylic or benzylic hydroxyl group of compounds such as geraniol, farnesol, and 1-indanol into sulfate monoester, which is a good leaving group. This method is highly useful in the total synthesis of sesquiterpenes.
As a sulfating agent, SO3-py complex can be used for the preparation of sulfated-chitins, sulfated hyaluronan (HyaS) derivatives and sulfated starch.
  • Sulfation agent

Reactant for:
  • Preparation of azido anologs of pregnanolone
  • Sulfate esters of morphine derivatives
  • Gold nanoparticles capped with sulfate-ended ligands as anti-HIV agents


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pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

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



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Preparation of sulfated-chitins under homogeneous conditions.
Zou Y and Khor E
Carbohydrate Polymers, 77(3), 516-525 (2009)
Polysaccharide-based superporous hydrogels with fast swelling and superabsorbent properties.
Kuang J, et al.
Carbohydrate Polymers, 83(1), 284-290 (2011)
A method for deoxygenation of allylic and benzylic alcohols.
Corey E J and Achiwa K
The Journal of Organic Chemistry, 34(11), 3667-3668 (1969)



Global Trade Item Number

SKUGTIN
S7556-100G04061836960070
S7556-1KG04061826686478
S7556-25G04061836960087