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200107

Sigma-Aldrich

Selenium dioxide

≥99.9% trace metals basis

Synonym(s):

NSC 56753, Selenium oxide

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About This Item

Linear Formula:
SeO2
CAS Number:
7446-08-4
Molecular Weight:
110.96
EC Number:
231-194-7
MDL number:
MFCD00003562
UNSPSC Code:
12352303
PubChem Substance ID:
24851959
NACRES:
NA.22

vapor pressure

1 mmHg ( 157 °C)

Assay

≥99.9% trace metals basis

form

solid

reaction suitability

reagent type: oxidant

mp

315 °C (subl.) (lit.)

SMILES string

O=[Se]=O

InChI

1S/O2Se/c1-3-2

InChI key

JPJALAQPGMAKDF-UHFFFAOYSA-N

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Application

Selenium dioxide (SeO2) can be used as:
  • An oxidizing agent to introduce carbonyl functional groups at activated carbon.
  • A catalyst in the allylic hydroxylation reactions.
  • An oxidant in the synthesis of amides by oxidative amidation of aldehydes with amines.
  • A catalyst to synthesize di and trioxidized bicyclic cyclopentenones by reacting with Pauson-Khand reaction (PKR) products.
  • A catalyst along with iodine (I2) to prepare mono and bis-sulfenylindoles by treating indoles with diaryl disulfides via C-H sulfenylation.
  • A catalyst to synthesize alkyl and aryl nitriles from the corresponding aldehydes via the formation of aldoxime.
  • A selenium precursor to synthesize FeSe nanostructures via electrochemical deposition method.

It can also be used as a versatile reagent for allylic oxidation and oxidative-elimination reactions.

Signal Word

Danger

Hazard Statements

H301 + H331,H373,H410

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Metal-free synthesis of amides by oxidative amidation of aldehydes with amines in PEG/oxidant system
Liang J, et al.
Tetrahedron, 67(44), 8532-8535 (2011)
SeO2-Mediated Oxidative Transposition of Pauson-Khand Products
Dibrell SE, et al.
Journal of the American Chemical Society, 142(14), 6483-6487 (2020)
Yilin Wang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(5), 1311-1315 (2011-06-15)
A novel method has been developed for the synthesis of thioglycolic acid (TGA)-capped CdSe quantum dots (QDs) in an aqueous medium when selenium dioxide worked as a selenium source and sodium borohydride acted as a reductant. The interaction between CdSe
P. Y. Chen, et al.,
Thin Solid Films, 519, 8397-8400 (2011)
Selenium (IV) oxide
Hoekstra WJ, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-12 (2001)
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