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CS-W001157 4
Total: USD 88.00

3-Bromophenanthrene

  • CAS No. 715-50-4

  • Cat. No. CS-W012552
  • Purity≥98%
  • MDL No.MFCD06797074

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

3-Bromophenanthrene|CS-W012552

Structure of 715-50-4

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General Information

  • CAS No. 715-50-4
  • Cat. No. CS-W012552
  • Purity ≥98%
  • MDL No. MFCD06797074
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉Br
  • Molecular Weight 257.13
  • Synonym(s) 3-BROMOPHENTHRENE
  • SMILES BrC1=CC2=C(C=C1)C=CC1=CC=CC=C21

Description

3-Bromophenanthrene is a polycyclic aromatic hydrocarbon bearing a bromine substituent at the 3-position, offering enhanced reactivity for cross-coupling transformations. This bench-stable, moisture-tolerant derivative facilitates efficient C–C bond formation in synthetic routes to functionalized polyaromatic scaffolds.

Application

3-Bromophenanthrene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Its bromine substituent offers high reactivity under standard conditions while maintaining excellent bench stability. The phenanthrene core provides a rigid, polycyclic framework suitable for constructing advanced heterocycles and functionalized aromatic scaffolds relevant to materials science and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • MERCK FROSST CANADA LTD. Patent: WO2007/95753 A1, 2007 ; Location in patent: Page/Page column 49-50 ; WO 2007/095753 A1
  • Route2
    • null|null
      189000-05-3
    • ~77%
    • In-stock
      3-Bromophenanthrene|CS-W012552
      715-50-4

    References

    • Ramana; Potnis, Prashant V. Synthesis, 1996 , # 9 p. 1090 - 1092
  • Route3
    • null|null
      53581-38-7
    • ~%
    • In-stock
      3-Bromophenanthrene|CS-W012552
      715-50-4

    References

    • Journal of Medicinal Chemistry, , vol. 17, p. 1095 - 1100

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335-H410
Precautionary Statements : P261-P264-P273-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.7555
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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