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CS-W001157 4
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2-Bromo-1-phenylnaphthalene

  • CAS No. 93989-32-3

  • Cat. No. CS-0200247
  • Purity≥97%
  • MDL No.None

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

2-Bromo-1-phenylnaphthalene|CS-0200247

Structure of 93989-32-3

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General Information

  • CAS No. 93989-32-3
  • Cat. No. CS-0200247
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁Br
  • Molecular Weight 283.16
  • Synonym(s) 2-BROMO-1-PHENYL-NAPHTHALENE
  • SMILES BrC1=CC=C2C=CC=CC2=C1C3=CC=CC=C3

Description

2-Bromo-1-phenylnaphthalene features a bromine atom appended to the naphthalene core, enabling direct incorporation into cross-coupling reactions. The phenyl substituent enhances π-conjugation and electronic modulation, while the molecule exhibits bench-stable handling characteristics under standard conditions. This structure serves as a key intermediate for functionalized polycyclic scaffolds in synthetic organic chemistry.

Application

2-Bromo-1-phenylnaphthalene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and polyaromatic scaffolds. Its bromine substituent exhibits high reactivity in palladium-catalyzed coupling processes, while the rigid naphthalene core provides structural stability and favorable electronic properties for downstream functionalization. The compound demonstrates excellent bench stability and is readily purified by recrystallization, making it well-suited for reproducible synthetic workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1
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      122-78-1
    • In-stock
      (Bromoethynyl)benzene|CS-W007004
      932-87-6
    • ~61%
    • In-stock
      2-Bromo-1-phenylnaphthalene|CS-0200247
      93989-32-3

    References

    • Balamurugan, Rengarajan; Gudla, Vanajakshi Organic Letters, 2009 , vol. 11, # 14 p. 3116 - 3119
  • Route2
    • null|null
      101278-61-9
    • ~%
    • In-stock
      2-Bromo-1-phenylnaphthalene|CS-0200247
      93989-32-3

    References

    • Wittig,G.; Hellwinkel,D. Chemische Berichte, 1964 , vol. 97, p. 769 - 788
  • Route3

    References

    • Wittig,G.; Hellwinkel,D. Chemische Berichte, 1964 , vol. 97, p. 769 - 788

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H319-H372-H410
Precautionary Statements : P260-P264-P270-P273-P280-P330-P391-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.2693
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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