What is the N-Bromosuccinimide?

N-Bromosuccinimide is white to off-white powder, while it's Molecular Formula is C4H4BrNO2. white to off-white powder N-Bromosuccinimide is a brominated succinimide used as a chemical reagent in radical substitution and electrophilic addition reactions in organic synthesis.

What is the CAS number for N-Bromosuccinimide?

The CAS number of N-Bromosuccinimide is 128-08-5.

What is the N-Bromosuccinimide?

N-Bromosuccinimide is white to off-white powder, while it's Molecular Formula is C4H4BrNO2. white to off-white powder N-Bromosuccinimide is a brominated succinimide used as a chemical reagent in radical substitution and electrophilic addition reactions in organic synthesis.

What is the CAS number for N-Bromosuccinimide?

The CAS number of N-Bromosuccinimide is 128-08-5.

Product Class

128-08-5

Product Name：N-Bromosuccinimide
Molecular Formula：C₄H₄BrNO₂
Purity：99%
Molecular Weight：177.985

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Product Details:

CasNo： 128-08-5

Molecular Formula： C₄H₄BrNO₂

Appearance： white to off-white powder

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Molecular Formula:C4H4BrNO2
Molecular Weight:177.985
Appearance/Colour:white to off-white powder
Vapor Pressure:0.107mmHg at 25°C
Melting Point:173- 176°C
Refractive Index:1.606
Boiling Point:221.4 °C at 760 mmHg
PKA:-2.78±0.20(Predicted)
Flash Point:87.7 °C
PSA：37.38000
Density:2.042 g/cm³
LogP:0.38320

N-Bromosuccinimide(Cas 128-08-5) Usage

Description

N-Bromosuccinimide (NBS) is a five-membered cyclic dicarboximide compound containing a bromine atom attached to the nitrogen atom. It is commonly used to generate bromine radicals (Br•) and is a versatile reagent for bromination in both organic synthesis and oxidation processes

Functionality: NBS is favored over molecular bromine for its controlled and gradual release of bromine radicals, providing a more selective and efficient bromination..

Chemical Properties

white to light yellow crystalline powder

Soluble in organic solvents such as acetone and dimethylformamide.

Uses

N-Bromosuccinimide (NBS) is categorized as a brominating agent and an oxidizing reagent in organic chemistry. It is primarily used in radical substitution and electrophilic addition reactions. NBS is widely used for selective bromination at the allylic or benzylic positions of organic molecules. For example, NBS can brominate anthracene at the 9th position. NBS acts as an oxidizing agent in various oxidation reactions, including the oxidation of metal complexes such as Co(II) to Co(III).

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InChI:InChI=1/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2

128-08-5 Relevant articles

Incompatibilities between N-Bromosuccinimide and Solvents

Sumio Shimizu*, Yoshiaki Imamura, and Tatsuo Ueki

, Org. Process Res. Dev. 2014, 18, 2, 354–358

Incompatibilities between N-bromosuccinimide (NBS) and solvents were examined by measuring the heat of reaction by an advanced reactive system screening tool (ARSST) and a reaction calorimeter (RC1e). The ARSST experiments showed that amides, THF, and toluene solutions require consideration of incompatibilities with NBS. Isothermal analyses by RC1e revealed accurate heats of incompatibilities and the autocatalytic behaviors of the incompatibilities.

Organic Synthesis Using Sodium Bromate. II. A Facile Synthesis of N-Bromo Imides and Amides Using Sodium Bromate and Hydrobromic Acid (or Sodium Bromide) in the Presence of Sulfuric Acid

Fujisaki, Shizuo,Hamura, Satoshi,Eguchi, Hisao,Nishida, Akiko

, p. 2426 - 2428 (1993)

The reaction of imides and amides in wat...

Evaluation of a Continuous-Flow Photo-Bromination Using N-Bromosuccinimide for Use in Chemical Manufacture

Matthew Waterford A B , Simon Saubern and Christian H. Hornung

Australian Journal of Chemistry 74(8) 569-573

A continuous-flow photo-bromination reaction on benzyl and phenyl groups was conducted using N-bromosuccinimide as the bromine source inside a preparatory-scale glass plate reactor. This flow reactor system was capable of independently controlling light intensity, wavelength, and reaction temperature, hence exerting an exceptional level of control over the reaction.