N-Bromosuccinimide, 99%

N-Bromosuccinimide, 99%

Description:

Key Features

• Chemical Identity:

  • CAS Number: 128-08-5

  • Molecular Formula: C₄H₄BrNO₂

  • Molecular Weight: 177.99 g/mol

  • Appearance: White to pale yellow powder

  • Purity: 99%

  • Melting Point: 175–180 °C (decomposes) 

• Solubility:

  • Soluble in solvents like acetone, tetrahydrofuran (THF), dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and acetonitrile.

  • Slightly soluble in water and acetic acid.

  • Insoluble in ether, hexane, and carbon tetrachloride. 

• Storage and Stability:

  • Sensitive to moisture and light; should be stored in a cool, dry place.

  • Incompatible with strong oxidizing agents, acids, bases, iron, iron salts, halogenated hydrocarbons, amines, and metals. 

Applications

• Allylic and Benzylic Bromination: Utilized in the Wohl–Ziegler reaction for selective bromination at allylic or benzylic positions via a radical mechanism. 

• α-Bromination of Carbonyl Compounds: Facilitates the introduction of a bromine atom at the alpha position of carbonyl groups, aiding in the synthesis of various intermediates.

• Hofmann Rearrangement: In the presence of strong bases like DBU, NBS converts primary amides into carbamates. 

• Oxidation Reactions: Oxidizes silyl ethers to aldehydes when used with azobisisobutyronitrile (AIBN)

• Peptide Synthesis: Employed in the selective oxidation of amino acid residues such as tryptophan, tyrosine, histidine, and methionine. Modification of Ribosomal Sulfhydryl Groups: Used in biochemical applications to modify specific protein thiol groups.

Catalog Number:11488456