325473
Selenium dioxide
reagent grade, powder, 98%
Synonym(s):
NSC 56753, Selenium oxide
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About This Item
Linear Formula:
SeO2
CAS Number:
Molecular Weight:
110.96
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352303
EC Number:
231-194-7
MDL number:
Assay:
98%
Form:
powder
grade
reagent grade
Quality Level
vapor pressure
1 mmHg ( 157 °C)
assay
98%
form
powder
reaction suitability
reagent type: oxidant
color
off-white to pink
mp
315 °C (subl.) (lit.)
SMILES string
O=[Se]=O
InChI
1S/O2Se/c1-3-2
InChI key
JPJALAQPGMAKDF-UHFFFAOYSA-N
Application
Selenium dioxide (SeO2) is mainly used to oxidize the α-methylene carbon atoms adjacent to a double bond to form allylic hydroxy derivatives.
Other applications:
Other applications:
- SeO2 reacts with olefins in the presence of tert-butyl hydrogen peroxide to form allylic alcohols without the formation of rearrangement or dehydration by-products. This reagent system is also useful for the oxidation reactions of acetylenic fatty esters.
- SeO2 can be used for the oxidation of 1,3,5-cycloheptatriene to form tropone.
- Piperidoindole systems on oxidation with SeO2 forms either 2-acyl- or 3-acyl-indoles or fully aromatic β-carbolines, depending on the starting material.
- SeO2 reacts with chlorotrimethylsilane to form selenium oxychloride in situ, which is an effective chlorinating reagent for alcohols. This reagent is a better alternative to thionyl chloride and other chlorinating agents.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
Storage Class
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
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Regulatory Information
危险化学品
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Selenium dioxide oxidations in the indole area. Synthesis of β-carboline alkaloids.
Cain M, et al.
Journal of the American Chemical Society, 105(4), 907-913 (1983)
Allylic oxidation of olefins by catalytic and stoichiometric selenium dioxide with tert-butyl hydroperoxide.
Umbreit M A and Sharpless K B
Journal of the American Chemical Society, 99(16), 5526-5528 (1977)
Oxidation reactions of acetylenic fatty esters with selenium dioxide/tert-butyl hydroperoxide.
Jie M S L K, et al.
Lipids, 32(10), 1119-1123 (1997)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 325473-100G | 04061826713051 |
| 325473-500G | 04061835555024 |
| 325473-5G | 04061826713068 |