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N-Bromo Succinimide (NBS)
AD PHARMACHEM is known for manufacturer of N-Bromo Succinimide (NBS) intermediates.
N-Bromo Succinimide (NBS) is a versatile chemical reagent widely used in organic chemistry, particularly for bromination reactions.
N-Bromo succinimide (NBS) appears as a crystalline powder, ranging in color from white to slightly yellow.
N-Bromo succinimide (NBS) is commercially available, but it can also be synthesized in the laboratory. N-Bromo succinimide (NBS) is synthesized by combining succinimide, sodium hydroxide, and bromine in an ice-water solution. Through filtration, the precipitated NBS product can be gathered.
Crude NBS tends to give a better yield in the Wohl–Ziegler reaction. However, in other applications, impure NBS (which appears slightly yellow) may produce unreliable results. To purify NBS, it can be recrystallized from water at a temperature of 90 to 95 °C, using 10 grams of NBS for every 100 mL of water.
N-Bromo Succinimide Physical and Chemical Properties:
1. Appearance : Crystalline powder, white to slightly yellow in color.
2. Melting Range : 176°C – 182°C.
3. Loss on Drying (LOD) : Not more than 0.1% when dried at 60°C for 3 hours.
4. Solubility : Sparingly Soluble in: Methanol, Soluble in: Acetone, Acetic Acid, Sodium Hydroxide.
5. Identification : By IR Spectroscopy: The infrared absorption spectrum of the substance being examined must be concordant with the IR spectrum obtained from a working standard.
6. Assay : By Titration: NBS must contain not less than 98.0% of the active substance.
Application of N-Bromo Succinimide
NBS is primarily used in organic synthesis for selective bromination of alkenes, alkynes, and aromatic compounds. Its specific applications include:
1. Bromination of Alkenes: NBS is widely used to brominate alkenes at the allylic position. The reaction typically involves radical intermediates and is initiated by light or a radical initiator.
Example:
R-CH=CH₂ + NBS→R-CH=CHBr
2. Bromination of Aromatic Compounds: NBS can brominate aromatic rings, usually at the position para to an electron-donating group.
Example:
Ph-OH + NBS→Ph-OH(p-Br)
3. Oxidation Reactions: NBS can act as an oxidizing agent in various organic transformations, such as the conversion of alcohols to carbonyl compounds.
Example:
R-CH₂OH + NBS→R-CHO
4. Halolactonization: NBS is used in the halolactonization of alkenoic acids, where a halogen and a lactone are introduced in the same molecule.