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N-Bromosuccinimide (CAS 128-08-5)

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Alternate Names:
Bromosuccinimide; 1-Bromopyrrolidine-2,5-dione
Application:
N-Bromosuccinimide is used in radical substitution and electrophilic addition reactions
CAS Number:
128-08-5
Purity:
≥99%
Molecular Weight:
177.98
Molecular Formula:
C4H4BrNO2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Bromosuccinimide (NBS) is a highly reactive brominating agent used in a variety of organic synthesis reactions. It is a powerful oxidizing agent that can be used to introduce bromine into alkenes, alkynes, amines, and aromatic compounds. NBS is great for the oxidation of tryptophan though tyrosine, while histidine and methionine residues may be oxidized to a lesser extent. It is also used for the modification of ribosomal sulfhydryl groups.


N-Bromosuccinimide (CAS 128-08-5) References

  1. N-bromosuccinimide oxidation of anti-DNP and anti-DNP-p-aminobenzoylglutamate antibodies in the presence and absence of protecting hapten.  |  Chism, GE., et al. 1975. Immunology. 29: 1153-60. PMID: 1193686
  2. N-bromosuccinimide-fluorescein based sensitive flow-injection chemiluminescence determination of phenformin.  |  Wang, Z., et al. 2004. Anal Sci. 20: 319-23. PMID: 15055959
  3. Cycloetherification of hydroxyoleanenes by N-bromosuccinimide.  |  Woo, WS., et al. 1985. Planta Med. 51: 501-4. PMID: 17345270
  4. N-bromosuccinimide initiated one-pot synthesis of imidazoline.  |  Zhou, L., et al. 2011. Org Lett. 13: 2448-51. PMID: 21486027
  5. N-bromosuccinimide/1,8-diazabicyclo[5.4.1]undec-7-ene combination: β-amination of chalcones via a tandem bromoamination/debromination sequence.  |  Wei, Y., et al. 2013. Org Lett. 15: 852-5. PMID: 23368840
  6. N-bromosuccinimide-induced aminocyclization-aziridine ring-expansion cascade: an asymmetric and highly stereoselective approach toward the synthesis of azepane.  |  Zhou, J. and Yeung, YY. 2014. Org Lett. 16: 2134-7. PMID: 24689521
  7. N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines.  |  Wang, X., et al. 2014. Org Biomol Chem. 12: 3108-13. PMID: 24705619
  8. The reaction of 2-amino-4H-pyrans with N-bromosuccinimide.  |  Samadi, A., et al. 2015. Mol Divers. 19: 103-22. PMID: 25502233
  9. Determination of urea in milk based on N-bromosuccinimide-dichlorofluorescein postchemiluminescence method.  |  Nie, F., et al. 2017. J Food Drug Anal. 25: 472-477. PMID: 28911632
  10. Esterification of Aryl/Alkyl Acids Catalysed by N-bromosuccinimide under Mild Reaction Conditions.  |  Čebular, K., et al. 2018. Molecules. 23: PMID: 30200547
  11. Reaction-based fluorometric analysis of N-bromosuccinimide by oxidative deprotection of dithiane.  |  Lee, YJ., et al. 2019. Analyst. 144: 3267-3273. PMID: 30984958
  12. Utilization of N-bromosuccinimide for the sensitive spectrophotometric determination of pipazethate HCl as antitussive drug in pure and dosage forms.  |  Abourehab, MAS., et al. 2021. Ann Pharm Fr. 79: 652-663. PMID: 33675737
  13. Organocatalytic Enantioselective α-Bromination of Aldehydes with N-Bromosuccinimide.  |  Hutchinson, G., et al. 2022. J Org Chem. 87: 7968-7974. PMID: 35617931
  14. A Green Approach to 2-Substituted Benzo- and Naphthothiazoles via N-bromosuccinimide/Bromide-Mediated C(aryl)-S Bond Formation.  |  Brown, AT. and Downer-Riley, NK. 2022. Molecules. 27: PMID: 36431980

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Bromosuccinimide, 5 g

sc-208004
5 g
$22.00

N-Bromosuccinimide, 100 g

sc-208004A
100 g
$31.00