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A11906 Phenylselenenyl bromide, 98%

CAS Number
34837-55-3
Synonyms
Benzeneselenenyl bromide

Stock No. Size Price ($) Quantity Availability
A11906-03 1g 17.70
A11906-06 5g 57.80
A11906-14 25g 195.00
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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
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
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-H314-H373

Toxic if swallowed. Toxic if inhaled. Causes severe skin burns and eye damage. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

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

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