8.01949

N-Bromosuccinimide

for peptide synthesis

• Synonym(s): N-Bromosuccinimide, NBS
• Empirical Formula (Hill Notation): C₄H₄BrNO₂
• CAS Number: 128-08-5
• Molecular Weight: 177.98
• MDL number: MFCD00005510
• UNSPSC Code: 12352115
• EC Index Number: 204-877-2
• NACRES: NA.22

Properties

• product name: N-Bromosuccinimide, for synthesis
• vapor pressure: 14.8 hPa ( 20 °C)
• Quality Level: 200
• form: powder
• potency: >2000 mg/kg LD₅₀, oral (Rat)
• reaction suitability: reagent type: oxidant
• mp: 174-179 °C
• solubility: 14.8 g/L (decomposition)
• density: 2.1 g/cm³ at 20 °C
• bulk density: 750 kg/m³
• storage temp.: 2-8°C
• InChI: 1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
• InChI key: PCLIMKBDDGJMGD-UHFFFAOYSA-N

Description

Application

• Mechanistic study on iodine-catalyzed aromatic bromination of aryl ethers by N-bromosuccinimide: This study explores the roles of NBS in organic synthesis, particularly in radical and electrophilic substitutions (Pramanick et al., 2017).
• One‐Pot Protocol for the Synthesis of Imidazoles and Quinoxalines using N‐Bromosuccinimide: This paper reports a green, efficient synthesis of heterocycles mediated by NBS (Pardeshi et al., 2017).
• N-Bromosuccinimide as an Interfacial Alleviator for Br/I Exchange in Perovskite for Solar Cell Fabrication: This research demonstrates the use of NBS in improving the crystallization and defect passivation in perovskite solar cells (Pegu et al., 2021).
• N‐Bromosuccinimide‐Mediated Radical Cyclization of 3‐Arylallyl Azides: Synthesis of 3‐Substituted Quinolines: Discusses the application of NBS under visible light irradiation to synthesize quinolines (Wang et al., 2015).
• N-Bromosuccinimide mediated synthesis of triazatruxenes from indoles: This study highlights the cyclotrimerization of indoles using NBS, demonstrating its utility as a reagent in complex organic transformations (Toworakajohnkun et al., 2017).

Analysis Note

Assay (iodometric): ≥ 99.0 %
Identity (IR): passes test

Safety Information

• pictograms: GHS03,GHS05,GHS07,GHS08,GHS09
• signalword: Warning
• hcodes: H272 - H290 - H315 - H317 - H319 - H341 - H400
• pcodes: P210 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Eye Irrit. 2 - Met. Corr. 1 - Muta. 2 - Ox. Sol. 3 - Skin Irrit. 2 - Skin Sens. 1B
• Storage Class: 5.1B - Oxidizing hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable