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CS-W001157 4
Total: USD 88.00

3-Bromo-2-nitrobenzaldehyde

  • CAS No. 882772-99-8

  • Cat. No. CS-0041855
  • Purity≥97%
  • MDL No.MFCD00462872

*For research and further manufacturing use only, not for direct human use.

3-Bromo-2-nitrobenzaldehyde|CS-0041855

Structure of 882772-99-8

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General Information

  • CAS No. 882772-99-8
  • Cat. No. CS-0041855
  • Purity ≥97%
  • MDL No. MFCD00462872
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₃
  • Molecular Weight 230.02
  • Synonym(s) None
  • SMILES O=CC1=CC=CC(Br)=C1[N+]([O-])=O

Description

3-Bromo-2-nitrobenzaldehyde features a bromine substituent flanked by a nitro group and aldehyde functionality on a benzene ring, enabling selective coupling reactions. This electron-deficient aromatic scaffold integrates readily into complex molecular architectures under standard conditions.

Application

3-Bromo-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde and nitro positions. Its ortho-brominated structure facilitates palladium-catalyzed cross-coupling reactions, while the electron-withdrawing nitro group enhances electrophilicity for nucleophilic substitution or conjugate addition. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in the synthesis of pharmaceutical intermediates and heterocyclic scaffolds.

Synthesis

  • Route1
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    • In-stock
      3-Bromo-2-nitrobenzaldehyde|CS-0041855
      882772-99-8

    References

    • ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; BISCHOFF, Francois, Paul; GIJSEN, Henricus, Jacobus, Maria; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond Patent: WO2010/145883 A1, 2010 ; Location in patent: Page/Page column 51 ; WO 2010/145883 A1
  • Route2

    References

    • Butini, Stefania; Gabellieri, Emanuele; Brindisi, Margherita; Giovani, Simone; Maramai, Samuele; Kshirsagar, Giridhar; Guarino, Egeria; Brogi, Simone; La Pietra, Valeria; Giustiniano, Mariateresa; Marinelli, Luciana; Novellino, Ettore; Campiani, Giuseppe; Cappelli, Andrea; Gemma, Sandra European Journal of Medicinal Chemistry, 2013 , vol. 70, p. 233 - 247
  • Route3

    References

    • Ashburn, Bradley O.; Rathbone, Lauren K.; Camp, Elizabeth H.; Carter, Rich G. Tetrahedron, 2008 , vol. 64, # 5 p. 856 - 865

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.21
  • LogP   2.1698
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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