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34837-55-3 - Phenylselenenyl bromide, 98% - Benzeneselenenyl bromide - A11906 - Alfa Aesar

A11906 Phenylselenenyl bromide, 98%

CAS Number
34837-55-3
Synonyms
Benzeneselenenyl bromide

Size Price ($) Quantity Availability
1g 17.36
5g 57.37
25g 196.73
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Phenylselenenyl bromide, 98%

MDL
MFCD00000047
EINECS
252-238-1

Chemical Properties

Formula
C6H5BrSe
Formula Weight
235.98
Melting point
56-62°
Boiling Point
107-108°/15mm
Sensitivity
Moisture Sensitive
Solubility
Soluble in toluene, very faint turbidity.

Applications

Employed in the synthesis of enones by selenenylation of α-cyano ketones with lithium naphthalenide. Phenylselenyl bromide was used in the preparation of exo-2-methyl-7-phenylselenyl-octahydro-8-oxa-2,7b-diaza-dicyclopenta[a,e]pentalene-1,3-dione and endo-2-methyl-7-phenylselanyl-octahydro-8-oxa-2,7b-diaza-dicyclopenta[a,e]pentalene-1,3-dione.

Notes

Moisture Sensitive. Store away from air and water/moisture. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agent.

Literature References

Ali Dondas H, et al. X= Y-ZH Systems as potential 1, 3-dipoles. Part 52: Fused-ring forming electrophile induced oxime?nitrone? cycloaddition cascades. Tetrahedron Lett.2001,57(32), 7035-7045.

Derek H.R. Barton; George Bashiardes; Jean-Louis Fourrey . Studies on the oxidation of hydrazones with iodine and with phenylselenenyl bromide in the presence of strong organic bases; an improved procedure for the synthesis of vinyl iodides and phenyl-vinyl selenides. Tetrahedron,1988, 44(1), 147-162.

Reagent for the introduction of the phenylseleno group. Compare following entry (phenylselenenyl chloride) and Diphenyl­ diselenide, A13919.

Addition to alkenes gives the kinetic product at low temperature in THF but the thermodynamic product at room temperature in acetonitrile: J. Org. Chem., 42, 2950 (1977):

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H331-H373-H400-H410

Toxic if swallowed. Toxic if inhaled. May cause damage to organs through prolonged or repeated exposure. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Precautionary Statements: P260-P261-P273-P301+P310-P304+P340-P311-P321-P405-P403+P233-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
2039772
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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