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B81255

Sigma-Aldrich

N-Bromosuccinimide

99%, for peptide synthesis, ReagentPlus®

Sinônimo(s):

NBS

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About This Item

Fórmula empírica (Notação de Hill):
C4H4BrNO2
Número CAS:
128-08-5
Peso molecular:
177.98
Beilstein:
113916
Número CE:
204-877-2
Número MDL:
MFCD00005510
Código UNSPSC:
12352101
ID de substância PubChem:
57653959
NACRES:
NA.22

product name

N-Bromosuccinimide, ReagentPlus®, 99%

Nível de qualidade

200

linha de produto

ReagentPlus®

Ensaio

99%

forma

powder

pf

175-180 °C (dec.) (lit.)

aplicação(ões)

peptide synthesis

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

BrN1C(=O)CCC1=O

InChI

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

chave InChI

PCLIMKBDDGJMGD-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Características e benefícios

NBS is an easier and safer brominating agent to handle than bromine.

Informações legais

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

Palavra indicadora

Warning

Classificações de perigo

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

Código de classe de armazenamento

5.1B - Oxidizing hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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