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CS-W001157 4
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3-Bromo-1-naphthalenamine

  • CAS No. 90766-34-0

  • Cat. No. CS-0040521
  • Purity≥96%
  • MDL No.MFCD13180525

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

3-Bromo-1-naphthalenamine|CS-0040521

Structure of 90766-34-0

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General Information

  • CAS No. 90766-34-0
  • Cat. No. CS-0040521
  • Purity ≥96%
  • MDL No. MFCD13180525
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.09
  • Synonym(s) 3-Bromonaphthalen-1-amine
  • SMILES NC1=C2C=CC=CC2=CC(Br)=C1

Description

3-Bromo-1-naphthalenamine delivers a reactive bromine handle at the 3-position of the naphthalene core, enabling direct coupling in palladium-catalyzed cross-coupling reactions. The primary amine group provides a site for conjugation, facilitating synthesis of functionalized arylamines. This bifunctional scaffold supports efficient access to complex heterocycles and advanced materials under standard conditions.

Application

3-Bromo-1-naphthalenamine serves as a versatile building block in the synthesis of functionalized naphthalene derivatives. Its bromine and primary amine groups enable sequential cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig amination, facilitating access to complex heterocyclic scaffolds. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Hodgson; Elliott Journal of the Chemical Society, 1934 , p. 1705 Journal of the Society of Dyers and Colourists, 1938 , vol. 54, p. 264,266
  • Route2

    References

    • Hodgson; Elliott Journal of the Chemical Society, 1934 , p. 1705 Journal of the Society of Dyers and Colourists, 1938 , vol. 54, p. 264,266

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   26.02
  • LogP   3.1845
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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