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8.01949

N-Bromosuccinimide

Name: N-Bromosuccinimide
Brand: MM

for peptide synthesis

Synonym(s):

N-Bromosuccinimide, NBS

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About This Item

Empirical Formula (Hill Notation):

C₄H₄BrNO₂

CAS Number:

128-08-5

Molecular Weight:

177.98

UNSPSC Code:

12352115

EC Index Number:

204-877-2

NACRES:

NA.22

MDL number:

MFCD00005510

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Properties

Product Name

N-Bromosuccinimide, for synthesis

vapor pressure

14.8 hPa ( 20 °C)

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

SMILES string

BrN1C(=O)CCC1=O

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

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Warning

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

WGK 3

flash_point_f

Not applicable

flash_point_c