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N-Bromosuccinimide, 99%

Product Code. 11468456
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Product Code. 11468456

Brand: Thermo Scientific Alfa Aesar A15922.0B

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Description

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
Molecular Formula C4H4BrNO2
Molecular Weight (g/mol) 177.985
MDL Number MFCD00005510
InChI Key PCLIMKBDDGJMGD-UHFFFAOYSA-N
Synonym 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

Density 2.098
Assay Percent Range 99%
Quantity 1000 g
UN Number UN3261
Beilstein 113916
Merck Index 14,1438
Formula Weight 177.99
Percent Purity 99%
Chemical Name or Material N-Bromosuccinimide

RUO – Research Use Only

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