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CS-W001157 4
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8-Bromo-1-naphthaldehyde

  • CAS No. 85864-82-0

  • Cat. No. CS-0094535
  • Purity≥97%
  • MDL No.None

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

8-Bromo-1-naphthaldehyde|CS-0094535

Structure of 85864-82-0

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General Information

  • CAS No. 85864-82-0
  • Cat. No. CS-0094535
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO
  • Molecular Weight 235.08
  • Synonym(s) 8-Bromonaphthalene-1-carboxaldehyde
  • SMILES O=CC1=C2C(Br)=CC=CC2=CC=C1

Description

8-Bromo-1-naphthaldehyde features a bromine substituent at the 8-position of the naphthalene ring, enhancing electrophilicity and enabling facile cross-coupling reactions. This bench-stable aldehyde integrates readily into synthetic pathways for functionalized aromatics, offering predictable reactivity in transition-metal-catalyzed transformations.

Application

8-Bromo-1-naphthaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde and bromine sites. Its reactivity facilitates nucleophilic additions, cross-coupling reactions, and electrophilic substitutions under standard conditions. The molecule exhibits bench stability and compatibility with common protecting groups, supporting efficient synthesis of naphthyl-based heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Newman, Melvin; Prabhu, V. S.; Veeraraghavan, S. Journal of Organic Chemistry, 1983 , vol. 48, # 17 p. 2926 - 2928
  • Route2

    References

    • Bailey, R. J.; Card, P. J.; Shechter, H. Journal of the American Chemical Society, 1983 , vol. 105, # 19 p. 6096 - 6103
  • Route3
    • Naphthalene-1,8-dicarboxylic acid|CS-0368272
      518-05-8
    • ~%
    • In-stock
      8-Bromo-1-naphthaldehyde|CS-0094535
      85864-82-0

    References

    • Bailey, R. J.; Card, P. J.; Shechter, H. Journal of the American Chemical Society, 1983 , vol. 105, # 19 p. 6096 - 6103

Safety Information

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.4148
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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