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CS-W001157 4
Total: USD 88.00

4-Bromo-2-naphthalenol

  • CAS No. 5498-31-7

  • Cat. No. CS-0040518
  • Purity≥96%
  • MDL No.MFCD01712260

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

4-Bromo-2-naphthalenol|CS-0040518

Structure of 5498-31-7

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General Information

  • CAS No. 5498-31-7
  • Cat. No. CS-0040518
  • Purity ≥96%
  • MDL No. MFCD01712260
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 4-bromonaphthalen-2-ol
  • SMILES OC1=CC(Br)=C2C=CC=CC2=C1

Description

4-Bromo-2-naphthalenol is a brominated naphthol featuring a phenolic hydroxyl group at the 2-position and a bromine substituent at the 4-position of the naphthalene core. This configuration imparts enhanced electrophilic reactivity and facilitates coupling reactions in synthetic pathways. The compound exhibits good stability under standard bench conditions and serves as a key intermediate for functionalized polycyclic systems in organic synthesis.

Application

4-Bromo-2-naphthalenol serves as a versatile building block in the synthesis of functionalized naphthalene derivatives. Its bromine and phenolic hydroxyl groups enable sequential cross-coupling reactions and directed metalation, facilitating the construction of complex polycyclic scaffolds. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for use in iterative synthetic sequences requiring precise regiocontrol and functional group compatibility.

Synthesis

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      4-Bromo-2-naphthalenol|CS-0040518
      5498-31-7

    References

    • Hodgson; Birtwell Journal of the Chemical Society, 1943 , p. 468 Full Text Show Details Vesely; Stursa Chemicke Listy, 1933 , vol. 27, p. 126 Chem. Zentralbl., 1933 , vol. 104, # I p. 3501
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    References

    • Fries; Schimmelschmidt Justus Liebigs Annalen der Chemie, 1930 , vol. 484, p. 245,271
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    References

    • Vesely; Stursa Chemicke Listy, 1933 , vol. 27, p. 126 Chem. Zentralbl., 1933 , vol. 104, # I p. 3501

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H332-H400
Precautionary Statements : P261-P264-P270-P271-P273-P301+P310-P304+P341-P312-P330-P391-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.3079
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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