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CS-W001157 4
Total: USD 88.00

4-Fluoro-1,2-dimethoxybenzene

  • CAS No. 398-62-9

  • Cat. No. CS-W004941
  • Purity≥98%
  • MDL No.MFCD00012201

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

4-Fluoro-1,2-dimethoxybenzene|CS-W004941

Structure of 398-62-9

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General Information

  • CAS No. 398-62-9
  • Cat. No. CS-W004941
  • Purity ≥98%
  • MDL No. MFCD00012201
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉FO₂
  • Molecular Weight None
  • Synonym(s) 4-Fluoroveratrole
  • SMILES COC1=CC(F)=CC=C1OC

Description

4-Fluoro-1,2-dimethoxybenzene features a fluorine atom at the para position relative to a 1,2-dimethoxy substitution pattern, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient incorporation into complex aromatic scaffolds during late-stage functionalization and transition-metal-catalyzed coupling reactions under standard conditions.

Application

4-Fluoro-1,2-dimethoxybenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The ortho-dimethoxy substitution pattern enhances regioselectivity in electrophilic functionalization, while the fluorine substituent provides favorable electronic modulation and metabolic stability. Its bench-stable nature and compatibility with standard reaction conditions facilitate streamlined purification and scale-up.

Synthesis

  • Route1

    References

    • Yu, Zhi-Qun; Lv, Yan-Wen; Yu, Chuan-Ming; Su, Wei-Ke Tetrahedron Letters, 2013 , vol. 54, # 10 p. 1261 - 1263
  • Route2

    References

    • Ichiishi, Naoko; Canty, Allan J.; Yates, Brian F.; Sanford, Melanie S. Organic Letters, 2013 , vol. 15, # 19 p. 5134 - 5137
  • Route3

    References

    • Teare, Harriet; Robins, Edward G.; Kirjavainen, Anna; Forsback, Sarita; Sandford, Graham; Solin, Olof; Luthra, Sajinder K.; Gouverneur, Veronique Angewandte Chemie - International Edition, 2010 , vol. 49, # 38 p. 6821 - 6824

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-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   18.46
  • LogP   1.8429
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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