产品名称
Selenium dioxide, (sublimed) for synthesis
SMILES string
[Se](=O)=O
InChI
1S/O2Se/c1-3-2
InChI key
JPJALAQPGMAKDF-UHFFFAOYSA-N
vapor pressure
<1 Pa ( 20 °C)
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
Quality Level
Analysis Note
Assay (iodometric): ≥ 98.0 %
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:
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.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
存储类别
6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
危险化学品
此项目有
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%)
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