N-Bromosuccinimide

N-Bromosuccinimide
Skeletal formula of N-bromosuccinimide
Space-filling model of the N-bromosuccinimide molecule
Names
Preferred IUPAC name
1-Bromopyrrolidine-2,5-dione
Other names
N-bromosuccinimide; NBS
Identifiers
3D model (JSmol)
113916
ChEBI
ChemSpider
ECHA InfoCard 100.004.435 Edit this at Wikidata
EC Number
  • 204-877-2
26634
UNII
  • InChI=1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2 checkY
    Key: PCLIMKBDDGJMGD-UHFFFAOYSA-N checkY
  • InChI=1/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
    Key: PCLIMKBDDGJMGD-UHFFFAOYAS
  • BrN1C(=O)CCC1=O
Properties
C4H4BrNO2
Molar mass 177.985 g·mol−1
Appearance White solid
Density 2.098 g/cm3 (solid)
Melting point 175 to 178 °C (347 to 352 °F; 448 to 451 K)
Boiling point 339 °C (642 °F; 612 K)
14.7 g/L (25 °C)
Solubility in CCl4 Insoluble (25 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N-Bromosuccinimide or NBS is a chemical reagent used in radical substitution, electrophilic addition, and electrophilic substitution reactions in organic chemistry. NBS can be a convenient source of Br•, the bromine radical.