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CS-W001157 4
Total: USD 88.00

4-Nitronaphthalen-1-amine

  • CAS No. 776-34-1

  • Cat. No. CS-W020893
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD00004026

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

4-Nitronaphthalen-1-amine|CS-W020893

Structure of 776-34-1

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General Information

  • CAS No. 776-34-1
  • Cat. No. CS-W020893
  • Purity ≥97%
  • MDL No. MFCD00004026
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight None
  • Synonym(s) 4-Nitro-1-naphthylamine
  • SMILES NC1=CC=C([N+]([O-])=O)C2=C1C=CC=C2

Description

4-Nitronaphthalen-1-amine features a para-nitro group fused to a naphthalene core, delivering strong electron-withdrawing character. This arrangement enables efficient coupling in cross-coupling reactions and facilitates access to advanced heterocyclic architectures. The compound exhibits robust stability under standard conditions and integrates readily into synthetic sequences requiring redox-active intermediates.

Application

4-Nitronaphthalen-1-amine serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized polycyclic scaffolds via standard reduction, coupling, and electrophilic substitution reactions. Its dual nitro and amine functionalities offer orthogonal reactivity for sequential transformations, while its bench-stable crystalline form facilitates handling and purification. Widely used in the synthesis of dyes, agrochemicals, and advanced intermediates, it functions effectively in both small-scale exploratory synthesis and scalable process development.

Synthesis

  • Route1
    • null|null
      86-57-7
    • ~77%
    • In-stock
      1-Nitronaphthalen-2-amine|CS-0197315
      606-57-5
    • In-stock
      4-Nitronaphthalen-1-amine|CS-W020893
      776-34-1

    References

    • Journal of Organic Chemistry, , vol. 63, # 15 p. 4878 - 4888
  • Route2
    • null|null
      86-57-7
    • ~56%
    • In-stock
      4-Nitronaphthalen-1-amine|CS-W020893
      776-34-1

    References

    • Jiang, Zheng-Yu; Lu, Meng-Chen; Xu, Li-Li; Yang, Ting-Ting; Xi, Mei-Yang; Xu, Xiao-Li; Guo, Xiao-Ke; Zhang, Xiao-Jin; You, Qi-Dong; Sun, Hao-Peng Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2736 - 2745
  • Route3
    • null|null
      86-57-7
    • ~23%
    • In-stock
      1-Nitronaphthalen-2-amine|CS-0197315
      606-57-5
    • In-stock
      4-Nitronaphthalen-1-amine|CS-W020893
      776-34-1
    • null|null
      233-64-7

    References

    • Journal of Organic Chemistry, , vol. 63, # 15 p. 4878 - 4888

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

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   2.3302
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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