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CS-W001157 4
Total: USD 88.00

1-(4-Bromo-2-fluorophenyl)cyclopropanecarboxylic acid

  • CAS No. 872422-15-6

  • Cat. No. CS-0041363
  • Purity≥97%
  • MDL No.MFCD12405622

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

1-(4-Bromo-2-fluorophenyl)cyclopropanecarboxylic acid|CS-0041363

Structure of 872422-15-6

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General Information

  • CAS No. 872422-15-6
  • Cat. No. CS-0041363
  • Purity ≥97%
  • MDL No. MFCD12405622
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrFO₂
  • Molecular Weight 259.07
  • Synonym(s) None
  • SMILES O=C(C1(C2=CC=C(Br)C=C2F)CC1)O

Description

This cyclopropanecarboxylic acid features a 4-bromo-2-fluorophenyl substituent, delivering enhanced electronic and steric profile for use in medicinal chemistry. The fused cyclopropane ring imparts rigidity, while the halogenated aryl group enables efficient cross-coupling transformations. Bench-stable and compatible with diverse reaction conditions.

Application

1-(4-Bromo-2-fluorophenyl)cyclopropanecarboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its cyclopropane carboxylic acid motif provides structural rigidity and enhanced metabolic stability, while the ortho-bromo and meta-fluoro substituents enable palladium-catalyzed cross-coupling reactions and directed functionalization. The carboxylic acid group facilitates straightforward derivatization and purification via standard acid-base extraction or chromatographic methods.

Synthesis

  • Route1
    • In-stock
      2-(4-Bromo-2-fluorophenyl)acetonitrile|CS-W003384
      114897-91-5
    • null|null
      107-04-0
    • ~72%
    • In-stock
      1-(4-Bromo-2-fluorophenyl)cyclopropanecarboxylic acid|CS-0041363
      872422-15-6

    References

    • Yao, Wenqing; Zhang, Colin; Xu, Meizhong; Zhuo, Jincong; He, Chunhong; Metcalf, Brian W. Patent: US2005/288338 A1, 2005 ; Location in patent: Page/Page column 34 ; US 20050288338 A1
  • Route2
    • 1-(4-Bromo-2-fluorophenyl)cyclopropane-1-carbonitrile|CS-0466341
      749928-88-9
    • ~97%
    • In-stock
      1-(4-Bromo-2-fluorophenyl)cyclopropanecarboxylic acid|CS-0041363
      872422-15-6

    References

    • Daiichi Sankyo Company, Limited; MORI, Makoto; FUJII, Kunihiko; INUI, Masaharu; BABA, Takayuki; ONISHI, Yukari; AOYAGI, Atsushi Patent: EP2700643 A1, 2014 ; Location in patent: Paragraph 0190 ;
  • Route3

    References

    • F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GABRIEL, Stephen Deems; HAMILTON, Matthew Michael; QIAN, Yimin; SIDDURI, Achyutharao Patent: WO2013/189865 A1, 2013 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.7044
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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