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Merck

8.00653

Selenium dioxide

(sublimed) for synthesis

Synonym(s):

Selenium dioxide, Selenious anhydride, Selenium(IV) oxide

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About This Item

Linear Formula:
SeO2
CAS Number:
Molecular Weight:
110.96
MDL number:
UNSPSC Code:
12352303
EC Index Number:
231-194-7
NACRES:
NA.22
Form:
crystals
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vapor pressure

<1 Pa ( 20 °C)

Quality Segment

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

SMILES string

[Se](=O)=O

InChI

1S/O2Se/c1-3-2

InChI key

JPJALAQPGMAKDF-UHFFFAOYSA-N

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.PMID 26046320
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.PMID 9358439

Analysis Note

Assay (iodometric): ≥ 98.0 %


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Danger

Hazard Classifications

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

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

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



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