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CS-W001157 4
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6-Chloronaphthalen-2-ol

  • CAS No. 40604-49-7

  • Cat. No. CS-0102646
  • Molecule weight178.61
  • Purity≥97%
  • MDL No.MFCD00127706

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

6-Chloronaphthalen-2-ol|CS-0102646

Structure of 40604-49-7

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General Information

  • CAS No. 40604-49-7
  • Cat. No. CS-0102646
  • Purity ≥97%
  • MDL No. MFCD00127706
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇ClO
  • Molecular Weight 178.61
  • Synonym(s) 6-Chloro-2-naphthol
  • SMILES OC1=CC=C2C=C(Cl)C=CC2=C1

Description

6-Chloronaphthalen-2-ol is a bench-stable, moisture-tolerant polycyclic phenol featuring a chlorine substituent at the 6-position of the naphthalene core. This configuration imparts enhanced electrophilicity at the aromatic ring, enabling efficient coupling reactions in synthetic pathways. The molecule integrates readily into complex scaffolds requiring electron-deficient aryl units.

Application

6-Chloronaphthalen-2-ol serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the 2-position via electrophilic substitution or transition-metal-catalyzed coupling. Its chlorine and hydroxyl groups offer orthogonal reactivity for sequential transformations, while the naphthalene core provides structural rigidity and π-conjugation beneficial in pharmaceutical and materials applications. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for iterative synthesis workflows.

Synthesis

  • Route1
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    • ~%
    • In-stock
      6-Chloronaphthalen-2-ol|CS-0102646
      40604-49-7

    References

    • Merck Frosst Canada and Co. Patent: US6242493 B1, 2001 ; US 6242493 B1
  • Route2
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      690998-18-6
    • ~%
    • In-stock
      6-Chloronaphthalen-2-ol|CS-0102646
      40604-49-7

    References

    • Ruggli et al. Helvetica Chimica Acta, 1929 , vol. 12, p. 1035 Helvetica Chimica Acta, 1930 , vol. 13, p. 751
  • Route3
    • 2,6-Dichloronaphthalene|CS-0122436
      2065-70-5
    • ~%
    • In-stock
      6-Chloronaphthalen-2-ol|CS-0102646
      40604-49-7

    References

    • Rosowsky; Battaglia; Chen; Papathanasopoulos; Modest Journal of the Chemical Society. Perkin transactions 1, 1969 , vol. 10, p. 1376 - 1378

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.1988
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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