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
EC Index Number:
231-194-7

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
204315325473200107
vibrant-m

8.00653

Selenium dioxide

vibrant-m

204315

Selenium dioxide

vibrant-m

325473

Selenium dioxide

vibrant-m

200107

Selenium dioxide

solubility

1353 g/L

solubility

-

solubility

-

solubility

-

reaction suitability

reagent type: oxidant

reaction suitability

-

reaction suitability

reagent type: oxidant

reaction suitability

reagent type: oxidant

mp

340 °C

mp

315 °C (subl.) (lit.)

mp

315 °C (subl.) (lit.)

mp

315 °C (subl.) (lit.)

storage temp.

2-30°C

storage temp.

-

storage temp.

-

storage temp.

-

density

3.95 g/cm3 at 20 °C

density

-

density

-

density

-

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?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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
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)

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