N-Bromosuccinimide
ALDRICH/B81255 - ReagentPlus®, 99%
Synonym: NBS
CAS Number: 128-08-5
Empirical Formula (Hill Notation): C4H4BrNO2
Molecular Weight: 177.98
EC Number: 204-877-2
MDL Number: MFCD00005510
Linear Formula: C4H4BrNO2
Product Type: Chemical
| application(s) | peptide synthesis |
| assay | 99% |
| form | powder |
| InChI | 1S/C4H4BrNO2/c5-6-3(7)1-2 |
| InChI key | PCLIMKBDDGJMGD-UHFFFAOYSA |
| mp | 175-180 °C (dec.) (lit.) |
| product line | ReagentPlus® |
| Quality Level | 200 ![]() |
| SMILES string | BrN1C(=O)CCC1=O |
| storage temp. | 2-8°C |
| Application: | N-Bromosuccinimide can be used as a reagent: • In the Wohl-Ziegler reaction (bromination at allylic positions via a radical pathway). • To synthesize benzils and aliphatic 1,2-diketones from hydrobenzoins and 1,2-diols in the presence of CCl4 as a solvent. • To prepare tricyclic azepino[4,5-b]indoles from indole-β-enaminoesters or β-enaminones via Pictet–Spengler cyclization. • To synthesize acylsilanes via oxidative hydrolysis of 2-silyl-1,3-dithianes. |
| Application: | Versatile brominating agent. For the oxidation of tryptophan though tyrosine, histidine and methionine residues may be oxidized to a lesser extent. Also used for the modification of ribosomal sulfhydryl groups. |
| Features and Benefits: | NBS is an easier and safer brominating agent to handle than bromine. |
| General description: | N-Bromosuccinimide (NBS) is an organic compound commonly used as a brominating agent in organic synthesis. It is a convenient source of bromine radicals. It is used in radical bromination of allylic and benzylic positions. Additionally, NBS is also used as a reagent in electrophilic addition and electrophilic substitution reactions in organic chemistry. |
| Legal Information: | ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Packaging: | 1, 5 kg in poly bottle |
| Packaging: | 100, 250, 500 g in poly bottle |
| Packaging: | 5 g in glass bottle |
| Symbol | ![]() ![]() ![]() ![]() GHS03,GHS05,GHS07,GHS08,GHS09 |
| Signal word | Warning |
| Hazard statements | H272 - H290 - H315 - H317 - H319 - H341 - H400 |
| Precautionary statements | P210 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313 |
| Hazard Codes | C |
| Risk Statements | 22-34 |
| Safety Statements | 26-36/37/39-45 |
| RIDADR | UN 3261 8 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 99% |
| mp | 175-180 °C (dec.) (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352101 |






