B81255

N-Bromosuccinimide

Name: <I>N</I>-Bromosuccinimide
Brand: ALDRICH

99%, for peptide synthesis, ReagentPlus^®

Sinónimos:

NBS

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Fórmula empírica (notación de Hill):

C₄H₄BrNO₂

Número CAS:

128-08-5

Peso molecular:

177.98

NACRES:

NA.22

PubChem Substance ID:

57653959

UNSPSC Code:

12352101

EC Number:

204-877-2

MDL number:

MFCD00005510

Beilstein/REAXYS Number:

113916

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Nombre del producto

N-Bromosuccinimide, ReagentPlus^®, 99%

InChI key

PCLIMKBDDGJMGD-UHFFFAOYSA-N

InChI

1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2

SMILES string

BrN1C(=O)CCC1=O

product line

ReagentPlus^®

assay

99%

form

powder

Quality Level

200

application(s)

peptide synthesis

storage temp.

2-8°C

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Categorías relacionadas

Building Blocks, Resins, and Coupling Reagents for GLP-1 Synthesis

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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.

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.

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

GHS03,GHS08,GHS05,GHS07,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

Clase de almacenamiento

5.1B - Oxidizing hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Synlett, 345-345 (1990)

Synlett, 347-347 (1990)

Thermal Cross Linking of Novel Azide Modified Polymers of Intrinsic Microporosity-Effect of Distribution and the Gas Separation Performance.

Silvio Neumann et al.

Polymers, 11(8) (2019-07-31)

The synthesis of polymers of intrinsic microporosity (PIM) modified with azide groups, the cross linkage by nitrene reaction and their performance as gas separation membranes are reported. The azide modification of the spirobisindane units in the polymer backbone was done

Pooled results from 5 validation studies of dietary self-report instruments using recovery biomarkers for potassium and sodium intake.

Laurence S Freedman et al.

American journal of epidemiology, 181(7), 473-487 (2015-03-20)

We pooled data from 5 large validation studies (1999-2009) of dietary self-report instruments that used recovery biomarkers as referents, to assess food frequency questionnaires (FFQs) and 24-hour recalls (24HRs). Here we report on total potassium and sodium intakes, their densities

Cost-Effectiveness Analysis of a National Newborn Screening Program for Biotinidase Deficiency.

Laura Vallejo-Torres et al.

Pediatrics, 136(2), e424-e432 (2015-07-15)

There are conflicting views as to whether testing for biotinidase deficiency (BD) ought to be incorporated into universal newborn screening (NBS) programs. The aim of this study was to evaluate the cost-effectiveness of adding BD to the panel of conditions

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N-Bromosuccinimide