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8.00653

Selenium dioxide

Name: Selenium dioxide
Brand: MM

(sublimed) for synthesis

别名:

Selenium dioxide, Selenious anhydride, Selenium(IV) oxide

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关于此项目

经验公式（希尔记法）:

O₂Se

化学文摘社编号:

7446-08-4

分子量:

110.96

MDL number:

MFCD00003562

UNSPSC Code:

12352303

EC Index Number:

231-194-7

NACRES:

NA.22

Form:

crystals

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属性

vapor pressure

<1 Pa ( 20 °C)

Quality Level

200

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

说明

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 %

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pictograms

GHS06,GHS08,GHS09

signalword

Danger

pcodes

P260 - P264 - P273 - P301 + P310 - P304 + P340 + P311 - P314

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

hcodes

H301 + H331,H373,H410

存储类别

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

法规信息

危险化学品

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Oxidation reactions of acetylenic fatty esters with selenium dioxide/tert-butyl hydroperoxide.

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%)

Selenium (IV) Oxide

Hoekstra WJ, et al.

eEROS (Encyclopedia of Reagents for Organic Synthesis) (2017)

Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents.

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

全球贸易项目编号

货号	GTIN
8006531000	04022536361437
8006530050	04022536361413
8006530005	04027269276256
8006530250	04022536361420