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CS-W001157 4
Total: USD 88.00

2-Bromonaphthalen-1-amine

  • CAS No. 771-14-2

  • Cat. No. CS-0102191
  • Purity≥97%
  • MDL No.MFCD11870111

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

2-Bromonaphthalen-1-amine|CS-0102191

Structure of 771-14-2

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General Information

  • CAS No. 771-14-2
  • Cat. No. CS-0102191
  • Purity ≥97%
  • MDL No. MFCD11870111
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.08
  • Synonym(s) 2-Bromo-1-naphthylamine
  • SMILES NC1=C2C=CC=CC2=CC=C1Br

Description

2-Bromonaphthalen-1-amine features a bromine atom at the 2-position and a primary amine at the 1-position of the naphthalene core, enabling selective coupling reactions. This dual functionality supports efficient integration into pharmaceutical intermediates and functional materials. The compound exhibits robust stability under standard conditions and facilitates direct access to complex heterocyclic architectures via transition-metal-catalyzed transformations.

Application

2-Bromonaphthalen-1-amine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its bromine atom facilitates efficient functionalization at the 2-position of the naphthalene core, while the primary amine group provides orthogonal reactivity for further derivatization. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and heterocyclic scaffold construction.

Synthesis

  • Route1
    • null|null
      134-32-7
    • ~94%
    • In-stock
      2-Bromonaphthalen-1-amine|CS-0102191
      771-14-2

    References

    • Das, Biswanath; Venkateswarlu, Katta; Krishnaiah, Maddeboina; Holla, Harish Tetrahedron Letters, 2006 , vol. 47, # 49 p. 8693 - 8697
  • Route2
    • null|null
      134-32-7
    • ~%
    • In-stock
      1-Amino-4-bromonaphthalene|CS-D1353
      2298-07-9
    • In-stock
      2-Bromonaphthalen-1-amine|CS-0102191
      771-14-2

    References

    • Zhang, Yanhua; Shibatomi, Kazutaka; Yamamoto, Hisashi Synlett, 2005 , # 18 art. no. Y06405ST, p. 2837 - 2842
  • Route3
    • 2-Bromo-1-nitronaphthalene|CS-0512050
      4185-62-0
    • ~%
    • In-stock
      2-Bromonaphthalen-1-amine|CS-0102191
      771-14-2

    References

    • Hodgson; Hathway Journal of the Chemical Society, 1944 , p. 538

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
Precautionary Statements : P264-P280-P302+P352-P362

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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