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BENZENESELENINIC ANHYDRIDE

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BENZENESELENINIC ANHYDRIDE Basic information

Product Name:
BENZENESELENINIC ANHYDRIDE
Synonyms:
  • BENZENESELENINIC ACID ANHYDRIDE
  • BENZENESELENINIC ANHYDRIDE
  • PHENYLSELENIC ANHYDRIDE
  • bis(phenylseleninic) anhydride
  • BENZENESELENINIC ANHYDRIDE: TECH., 70%
  • Benzene Selenenic Anhydride
  • 1,3-Diphenyl-2-oxa-1,3-diselena(IV)propane-1,3-dione
  • Bis(benzeneseleninic)anhydride
CAS:
17697-12-0
MF:
C12H10O3Se2
MW:
360.13
EINECS:
241-701-3
Product Categories:
  • Pharmaceutical Intermediates
  • Building Blocks
  • Organic Building Blocks
  • Selenium Compounds
Mol File:
17697-12-0.mol
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BENZENESELENINIC ANHYDRIDE Chemical Properties

Melting point:
165-170 °C (lit.)
Boiling point:
184.2±23.0 °C(Predicted)
form 
solid
Sensitive 
Moisture Sensitive
BRN 
2332406
CAS DataBase Reference
17697-12-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
23/25-33-50/53
Safety Statements 
20/21-28-45-60-61
RIDADR 
UN 3283 6.1/PG 2
WGK Germany 
3
3-10-21
HazardClass 
6.1
PackingGroup 
III
HS Code 
29310099

MSDS

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BENZENESELENINIC ANHYDRIDE Usage And Synthesis

Chemical Properties

WHITE TO LIGHT BEIGE POWDER

Uses

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.

Purification Methods

When the anhydride is recrystallised from *C6H6 it has m 124-126o, but when this is heated at 140o/1hour in a vacuum or at 90o/2hours it has m 164-165o and gives a solid m 124-126o when then recrystallised from *C6H6. Both depress the melting point of the acid PhSeO2H. If the high melting anhydride is dissolved in *C6H6 and seeded with the high melting anhydride, the high melting anhydride crystallises out. It readily absorbs H2O to form the acid (PhSeO2H, m 122-124o). Because of this the commercial anhydride could contain up to 30% of the acid. It is best purified by converting to the HNO3 complex (m 112o) and heating this in vacuo at 120o/72hours to give the anhydride as a white powder m 164-165o. Alternatively heat the anhydride in vacuo at 120o/72 hours until the IR shows no OH band. [Ayvrey et al. J Chem Soc 2089 1962, Barton et al. J Chem Soc, Perkin Trans 1 567 1977, Beilstein 11 H 422, 11 I 110, 11 III 716, 11 IV 708.] TOXIC solid.

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