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8.01949

Sigma-Aldrich

N-Bromosuccinimide

for peptide synthesis

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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

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

Related Categories

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

Signal Word

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Met. Corr. 1 - Muta. 2 - Ox. Sol. 3 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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