Skip to Content
MilliporeSigma
All Photos(1)

Documents

8.00653

Sigma-Aldrich

Selenium dioxide

(sublimed) for synthesis

Sign Into View Organizational & Contract Pricing

Synonym(s):
Selenium dioxide, Selenious anhydride, Selenium(IV) oxide
Empirical Formula (Hill Notation):
O2Se
CAS Number:
Molecular Weight:
110.96
UNSPSC Code:
12352303
EC Index Number:
231-194-7
NACRES:
NA.22

vapor pressure

<1 Pa ( 20 °C)

Quality Level

form

crystals

potency

68.1 mg/kg LD50, oral (Rat)

reaction suitability

reagent type: oxidant

pH

2 (20 °C, 10 g/L in H2O)

mp

340 °C

solubility

1353 g/L

density

3.95 g/cm3 at 20 °C

storage temp.

2-30°C

InChI

1S/O2Se/c1-3-2

InChI key

JPJALAQPGMAKDF-UHFFFAOYSA-N

Related Categories

Application

Selenium dioxide (SeO2) is mainly used to oxidize the activated carbon-bearing positions (α-methylene carbon atoms), particularly at allylic or propargylic sites. The more substituted end of the double bond undergoes oxidation.
It can also be used as an oxidizing reagent to synthesize:
  • Amides by oxidative amidation of aldehydes with amines.
  • Tropone from cycloheptatriene in the presence of potassium dihydrogen phosphate.
  • Acetyltetrahydrobenzofurans by oxidation of conjugated dienones.
  • 9-hydroxy-undec-10-ynoate from methyl undec-10-ynoate.

Analysis Note

Assay (iodometric): ≥ 98.0 %

signalword

Danger

Hazard Classifications

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

Storage Class

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jacek Młochowski et al.
Molecules (Basel, Switzerland), 20(6), 10205-10243 (2015-06-06)
A variety of selenium compounds were proven to be useful reagents and catalysts for organic synthesis over the past several decades. The most interesting aspect, which emerged in recent years, concerns application of hydroperoxide/selenium(IV) oxide and hydroperoxide/organoselenium catalyst systems, as
Selenium (IV) Oxide
Hoekstra WJ, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2017)
M S Jie et al.
Lipids, 32(10), 1119-1123 (1997-11-14)
Reaction of methyl undec-10-ynoate (1) with selenium dioxide/tert-butyl hydroperoxide (TBHP) in aqueous dioxane gave methyl 9-oxo-undec-10-ynoate (2, 9%) and 9-hydroxy-undec-10-ynoate (3, 60%), while methyl octadec-9-ynoate (4) yielded mixtures of positional isomers of mono-keto (viz. methyl 8-oxo- and 11-oxo-octadec-9-ynoate, 5, 5%)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service