Thermo Scientific Chemicals

N-Bromosuccinimide, 99%, Thermo Scientific Chemicals

Catalog number: A15922.0B
1000 g, Each
Thermo Scientific Chemicals

N-Bromosuccinimide, 99%, Thermo Scientific Chemicals

Catalog number: A15922.0B
1000 g, Each
Quantity
Catalog number: A15922.0B
also known as A15922-0B
Price (USD)
Price: 145.00
Online price: 123.65
Your price:
Quantity
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Chemical Identifiers

CAS
128-08-5
IUPAC Name
1-bromopyrrolidine-2,5-dione
Molecular Formula
C4H4BrNO2
InChI Key
PCLIMKBDDGJMGD-UHFFFAOYSA-N
SMILES
BrN1C(=O)CCC1=O
Appearance (Color)
White to cream or pale yellow
Form
Powder or crystalline powder
Assay (Iodometric Titration)
≥98.5 to ≤101.5%
Identification (FTIR)
Conforms
Melting Point (clear melt)
173.0-182.0?C

Description

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.
RUO – Research Use Only

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