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Merck
CN

213012

Benzeneseleninic acid anhydride

70%

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About This Item

Linear Formula:
C6H5SeOOSeOC6H5
CAS Number:
17697-12-0
Molecular Weight:
360.13
PubChem Substance ID:
24852763
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
2332406
MDL number:
MFCD00001991

Key Documents

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Product Name

Benzeneseleninic acid anhydride, 70%

SMILES string

O=[Se](O[Se](=O)c1ccccc1)c2ccccc2

InChI

1S/C12H10O3Se2/c13-16(11-7-3-1-4-8-11)15-17(14)12-9-5-2-6-10-12/h1-10H

InChI key

FHPZOWOEILXXBD-UHFFFAOYSA-N

assay

70%

form

powder

impurities

<30% benzeneseleninic acid

mp

165-170 °C (lit.)

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Application

Benzeneseleninic acid anhydride was used to oxidize hydrazines to afford azo-compounds.

General description

Oxidation of phenols by benzeneseleninic acid anhydride yields ortho-quinones. Benzeneseleninic anhydride acts as a mild oxidant for the conversion of benzylic hydrocarbons into aldehydes or ketones.

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Danger

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 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC7201
BCBM8454V
BCBM8453V
BCBL5705V
1387069V

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Dehydrogenation of hydrazines and of 4-azacholestan-3-one with benzeneseleninic acid and benzeneseleninic anhydride.
Back TG.
Journal of the Chemical Society. Chemical Communications, 6, 278-279 (1978)
Preparation of aldehydes and ketones by oxidation of benzylic hydrocarbons with benzeneseleninic anhydride.
Barton DHR, et al.
Tetrahedron Letters, 20(35), 3331-3334 (1979)
Comparative oxidation of phenols with benzeneseleninic anhydride and with benzeneseleninic acid.
Barton DHR, et al.
Tetrahedron, 44(20), 6397-6406 (1988)
Tillmann Köpke et al.
Chemical communications (Cambridge, England), (47)(47), 4940-4942 (2006-12-01)
Reaction of 2,3-dioxochlorins with benzeneselenic anhydride (BSA) results in the formation of unusual ring-contracted azetine derivatives that further react with BSA to afford porpholactones.
Naotoshi Toki et al.
Chemical & pharmaceutical bulletin, 52(8), 1009-1012 (2004-08-12)
Benzeneseleninic anhydride in the presence of tert-butyl hydroperoxide in chlorobenzene at about 70 degrees C is an effective oxidizing agent for the selective oxidation of alcohols at the benzylic position.
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