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CS-W001157 4
Total: USD 88.00

2,4-Dibromonaphthalen-1-amine

  • CAS No. 20191-76-8

  • Cat. No. CS-0112241
  • Purity≥98%
  • MDL No.MFCD00155345

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

2,4-Dibromonaphthalen-1-amine|CS-0112241

Structure of 20191-76-8

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General Information

  • CAS No. 20191-76-8
  • Cat. No. CS-0112241
  • Purity ≥98%
  • MDL No. MFCD00155345
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇Br₂N
  • Molecular Weight 300.98
  • Synonym(s) 1-Amino-2,4-dibromonaphthalene
  • SMILES NC1=C2C=CC=CC2=C(Br)C=C1Br

Description

2,4-Dibromonaphthalen-1-amine features a naphthalene core bearing bromine substituents at the 2 and 4 positions and an amine group at the 1-position. This configuration imparts enhanced reactivity in cross-coupling transformations, enabling efficient construction of complex polycyclic architectures. The molecule exhibits good stability under standard handling conditions and serves as a valuable scaffold for synthesizing functionalized aromatic systems in medicinal chemistry and materials science applications.

Application

2,4-Dibromonaphthalen-1-amine serves as a versatile building block for the synthesis of functionalized naphthalene derivatives. Its dual bromine substituents enable sequential cross-coupling reactions, while the primary amine functions as a handle for derivatization or incorporation into heterocyclic scaffolds. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      134-32-7
    • ~97%
    • In-stock
      2,4-Dibromonaphthalen-1-amine|CS-0112241
      20191-76-8

    References

    • Bagheri, Mojtaba; Azizi, Najmedin; Saidi, Mohammad R. Canadian Journal of Chemistry, 2005 , vol. 83, # 2 p. 146 - 149
  • Route2
    • null|null
      134-32-7
    • ~0%
    • In-stock
      1-Amino-4-bromonaphthalene|CS-D1353
      2298-07-9
    • In-stock
      2,4-Dibromonaphthalen-1-amine|CS-0112241
      20191-76-8

    References

    • Chretien, Jean-Mathieu; Zammattio, Francoise; Le Grognec, Erwan; Paris, Michael; Cahingt, Blanche; Montavon, Gilles; Quintard, Jean-Paul Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2870 - 2873
  • Route3
    • 5,8-Dihydronaphthalen-1-amine|CS-1145198
      32666-56-1
    • ~%
    • In-stock
      2,4-Dibromonaphthalen-1-amine|CS-0112241
      20191-76-8

    References

    • Rowe; Davies Journal of the Chemical Society, 1922 , vol. 121, p. 1006

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H401
Precautionary Statements : P260-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.947
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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