751987
Bromodiethylsulfonium bromopentachloroantimonate(V)
Synonym(s):
Snyder bromination reagent, BDSB
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About This Item
Empirical Formula (Hill Notation):
C4H10Br2Cl5SSb
CAS Number:
Molecular Weight:
549.02
UNSPSC Code:
12352101
PubChem Substance ID:
MDL number:
form
powder
storage temp.
−20°C
SMILES string
CC[S+](Br)CC.Cl[Sb-](Cl)(Cl)(Cl)(Cl)Br
InChI
1S/C4H10BrS.BrH.5ClH.Sb/c1-3-6(5)4-2;;;;;;;/h3-4H2,1-2H3;6*1H;/q+1;;;;;;;+5/p-6
InChI key
QBEXFTWUOFXJFT-UHFFFAOYSA-H
Application
- Uniquely reactive source of bromine
- The first effective promoter of cation-pi-cyclizations
- Reagent is an odorless, crystalline yellow solid
- Requires shorter reaction times in head-to-head comparison with NBS
signalword
Danger
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Ox. Sol. 2 - Skin Corr. 1B
supp_hazards
Storage Class
5.1B - Oxidizing hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Scott A Snyder et al.
Journal of the American Chemical Society, 132(40), 14303-14314 (2010-09-23)
Although there are many reagent combinations that can initiate polyene cyclizations, simple electrophilic halogen sources have not yet proven broadly effective as promoters of such processes. Herein is described a readily prepared and stable class of reagents capable of effecting
Et2SBrSbCl5Br: an effective reagent for direct bromonium-induced polyene cyclizations.
Scott A Snyder et al.
Angewandte Chemie (International ed. in English), 48(42), 7899-7903 (2009-09-17)