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CS-W001157 4
Total: USD 88.00

2-Chloro-4-methoxyphenol

  • CAS No. 18113-03-6

  • Cat. No. CS-W008217
  • Molecule weight158.58
  • Purity≥98%
  • MDL No.MFCD00070773

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

2-Chloro-4-methoxyphenol|CS-W008217

Structure of 18113-03-6

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General Information

  • CAS No. 18113-03-6
  • Cat. No. CS-W008217
  • Purity ≥98%
  • MDL No. MFCD00070773
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClO₂
  • Molecular Weight 158.58
  • Synonym(s) Phenol, 2-chloro-4-methoxy-; 2-Chloro-4-methoxyphenol
  • SMILES C1=C(C(=CC=C1OC)O)Cl

Description

2-Chloro-4-methoxyphenol offers a strategic combination of electron-donating and halogenated functionality, enabling efficient coupling in cross-coupling and Ullmann-type reactions. The para-methoxy group enhances solubility and stabilizes reaction intermediates, while the ortho-chlorine serves as a direct handle for palladium-catalyzed transformations. This phenolic scaffold integrates readily into bioactive molecule design, particularly in agrochemical and pharmaceutical synthesis pathways.

Application

2-Chloro-4-methoxyphenol serves as a versatile intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient functionalization via palladium-catalyzed cross-coupling reactions. Its ortho-chloro and para-methoxy substituents provide orthogonal reactivity for selective transformations, while the phenolic hydroxyl group allows for derivatization or protection. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthetic processes.

Synthesis

  • Route1

    References

    • Journal of the Indian Chemical Society, , vol. 66, # 5 p. 301 - 303
  • Route2
    • 4,4-Dimethoxycyclohexa-2,5-dien-1-one|CS-1664889
      935-50-2
    • ~10%
    • In-stock
      2-Chloro-4-methoxyphenol|CS-W008217
      18113-03-6

    References

    • Yin, Zhiwei; Zhang, Jinzhu; Wu, Jing; Green, Riana; Li, Sihan; Zheng, Shengping Organic and Biomolecular Chemistry, 2014 , vol. 12, # 18 p. 2854 - 2858
  • Route3
    • null|null
      139139-72-3
    • ~55%
    • In-stock
      2-Chloro-4-methoxyphenol|CS-W008217
      18113-03-6

    References

    • Yin, Zhiwei; Zhang, Jinzhu; Wu, Jing; Green, Riana; Li, Sihan; Zheng, Shengping Organic and Biomolecular Chemistry, 2014 , vol. 12, # 18 p. 2854 - 2858

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

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