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N-Bromosuccinimide, 99%

Product Code. 11478456
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Product Code. 11478456 Supplier Thermo Scientific Alfa Aesar Supplier No. A15922.30
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CAS: 128-08-5 | C4H4BrNO2 | 177.985 g/mol

N-Bromosuccinimide is a chemical reagent used in electrophilic additions and radical substitution reactions in synthetic organic chemistry. In Wohl-Ziegler reaction, it is involved in allylic and benzylic bromination reaction. It is also used in the alfa-bromination of carbonyl derivatives. In the Hofmann rearrangement, it is used in the presence of a strong base, such as 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with primary amides to produce a carbamate. It oxidizes silyl ethers to aldehydes in the presence of azobisisobutyronitrile. It is also used for the modification of ribosomal sulfhydryl groups.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
N-Bromosuccinimide is a chemical reagent used in electrophilic additions and radical substitution reactions in synthetic organic chemistry. In Wohl-Ziegler reaction, it is involved in allylic and benzylic bromination reaction. It is also used in the alfa-bromination of carbonyl derivatives. In the Hofmann rearrangement, it is used in the presence of a strong base, such as 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with primary amides to produce a carbamate. It oxidizes silyl ethers to aldehydes in the presence of azobisisobutyronitrile. It is also used for the modification of ribosomal sulfhydryl groups.

Solubility
Soluble in acetone, tetrahydrofuran, dimethyl formamide, dimethyl sulfoxide and acetonitrile. Slightly soluble in water and acetic acid. Insoluble in ether, hexane and carbon tetrachloride.

Notes
Moisture and light sensitive. Incompatible with strong oxidizing agents, strong acids, strong bases, iron, iron salts, halogenated hydrocarbons, amines and metals. Store in a cool place.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 128-08-5
Formula molecolare C4H4BrNO2
Molecular Weight (g/mol) 177.985
Numero MDL MFCD00005510
InChI Key PCLIMKBDDGJMGD-UHFFFAOYSA-N
Sinonimo n-bromosuccinimide, succinbromimide, succinbromide, succinibromimide, n-bromosuccimide, 2,5-pyrrolidinedione, 1-bromo, 1-bromo-2,5-pyrrolidinedione, bromosuccinimide, nbs, n-bromo succinimide
PubChem CID 67184
ChEBI CHEBI:53174
IUPAC Name 1-bromopyrrolidine-2,5-dione
SMILES C1CC(=O)N(C1=O)Br

Specifications

Materiale o nome chimico N-Bromosuccinimide
Punto di fusione 175°C to 180°C (decomposition)
Densità 2.098
Intervallo percentuale saggio 99%
Quantità 250 g
Numero UN UN3261
Beilstein 113916
Sensibilità Light sensitive
Indice di Merck 14,1438
Informazioni di solubilità Soluble in acetone,tetrahydrofuran,dimethyl formamide,dimethyl sulfoxide and acetonitrile. Slightly soluble in water and acetic acid. Insoluble in ether,hexane and carbon tetrachloride.
Peso formulazione 177.99
Percent Purity 99%
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Product Identifier
  • N-Bromosuccinimide
Signal Word
  • Attenzione
Hazard Category
  • PERICOLO ACUTO PER L'AMBIENTE ACQUATICO Acuto 1
  • Lesione oculare grave/irritazione oculare Categoria 2
  • Sostanze e miscele corrosive per i metalli Categoria 1
  • Solido comburente Categoria 3
  • Corrosione/irritazione della pelle Categoria 2
  • Sensibilizzazione della pelle Categoria 1
Hazard Statement
  • H272-Può aggravare un incendio; comburente.
  • H290-Può essere corrosivo per i metalli.
  • H315-Provoca irritazione cutanea.
  • H317-Può provocare una reazione allergica cutanea.
  • H319-Provoca grave irritazione oculare.
  • H400-Molto tossico per gli organismi acquatici.
Precautionary Statement
  • P210-Tenere lontano da fonti di calore, superfici riscaldate, scintille, fiamme e altre fonti di innesco. Vietato fumare.
  • P280-Indossare guanti/indumenti protettivi/Proteggere gli occhi/il viso.
  • P302+P352-IN CASO DI CONTATTO CON LA PELLE: lavare abbondantemente con acqua/.
  • P333+P313-In caso di irritazione o eruzione della pelle: consultare un medico.
  • P337+P313-Se l'irritazione degli occhi persiste, consultare un medico.
  • P371+P380+P375-In caso di incendio grave e di grandi quantità: evacuare la zona Rischio di esplosione Utilizzare i mezzi estinguenti a grande distanza.
Supplemental information
  • MIXTURE LIST-Contiene: N-Bromosuccinimide

RUO – Research Use Only

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