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CS-W001157 4
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5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine

  • CAS No. 92050-16-3

  • Cat. No. CS-0059980
  • Purity≥98%
  • MDL No.None

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

5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine|CS-0059980

Structure of 92050-16-3

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General Information

  • CAS No. 92050-16-3
  • Cat. No. CS-0059980
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁N
  • Molecular Weight 203.32
  • Synonym(s) 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylamine
  • SMILES C=1C(=CC=C2C(CCC(C12)(C)C)(C)C)N

Description

This tetrahydronaphthalene-based amine features a sterically shielded aromatic core that enhances stability and solubility in organic media. The para-amino functionality enables direct incorporation into functionalized scaffolds, serving as a robust building block for advanced synthetic intermediates in medicinal chemistry and materials science.

Application

5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine serves as a sterically hindered aromatic amine scaffold with enhanced stability and solubility. It functions as a versatile building block in medicinal chemistry, enabling the construction of complex heterocyclic systems through standard coupling and cyclization protocols. The tetramethyl substitution pattern confers excellent bench stability and facilitates purification, while the primary amine group supports diverse functionalization for downstream applications in API development and molecular probe synthesis.

Synthesis

  • Route1
    • 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene|CS-0684283
      102121-55-1
    • ~99%
    • In-stock
      5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine|CS-0059980
      92050-16-3

    References

    • Farmer, Luc J.; Marron, Kristen S.; Canan Koch, Stacie S.; Hwang; Kallel, E. Adam; Zhi, Lin; Nadzan, Alex M.; Robertson, Dave W.; Bennani, Youssef L. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 9 p. 2352 - 2356
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 9 p. 2352 - 2356
  • Route3
    • In-stock
      1,1,4,4-Tetramethyl-2,3-dihydronaphthalene|CS-B1804
      6683-46-1
    • ~%
    • In-stock
      5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine|CS-0059980
      92050-16-3
    • 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene|CS-0684283
      102121-55-1

    References

    • US5087743 A1, ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.6178
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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