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CS-W001157 4
Total: USD 88.00

2-Chloro-6-methoxyphenol

  • CAS No. 72403-03-3

  • Cat. No. CS-0197726
  • Purity≥97%
  • MDL No.None

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

2-Chloro-6-methoxyphenol|CS-0197726

Structure of 72403-03-3

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General Information

  • CAS No. 72403-03-3
  • Cat. No. CS-0197726
  • Purity ≥97%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClO₂
  • Molecular Weight 158.58
  • Synonym(s) Phenol, 2-chloro-6-methoxy-
  • SMILES COC1=CC=CC(=C1O)Cl

Description

2-Chloro-6-methoxyphenol offers a strategic combination of electron-withdrawing chlorine and electron-donating methoxy groups, enabling selective reactivity in electrophilic substitution. This balanced electronic profile supports its use as a key intermediate in agrochemical and pharmaceutical synthesis, where controlled functionalization is essential.

Application

2-Chloro-6-methoxyphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted aromatic scaffolds. Its ortho-chloro and para-methoxy functionalities offer complementary reactivity for palladium-catalyzed cross-coupling and electrophilic substitution reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process development workflows requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
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      914454-80-1
    • ~87%
    • In-stock
      2-Chloro-6-methoxyphenol|CS-0197726
      72403-03-3

    References

    • Pallavicini; Fumagalli; Gobbi; Bolchi; Colleoni; Moroni; Pedretti; Rusconi; Vistoli; Valoti European Journal of Medicinal Chemistry, 2006 , vol. 41, # 9 p. 1025 - 1040
  • Route2

    References

    • Bovonsombat, Pakorn; Ali, Rameez; Khan, Chiraphorn; Leykajarakul, Juthamard; Pla-On, Kawin; Aphimanchindakul, Suraj; Pungcharoenpong, Natchapon; Timsuea, Nisit; Arunrat, Anchalee; Punpongjareorn, Napat Tetrahedron, 2010 , vol. 66, # 34 p. 6928 - 6935
  • Route3
    • null|null
      56207-40-0
    • ~%
    • In-stock
      2-Chloro-6-methoxyphenol|CS-0197726
      72403-03-3

    References

    • Pallavicini; Fumagalli; Gobbi; Bolchi; Colleoni; Moroni; Pedretti; Rusconi; Vistoli; Valoti European Journal of Medicinal Chemistry, 2006 , vol. 41, # 9 p. 1025 - 1040

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   2.0542
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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