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CS-W001157 4
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2-Bromo-6-fluoro-benzothiazole

  • CAS No. 152937-04-7

  • Cat. No. CS-W003438
  • Purity≥95%
  • MDL No.MFCD07783786

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

2-Bromo-6-fluoro-benzothiazole|CS-W003438

Structure of 152937-04-7

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General Information

  • CAS No. 152937-04-7
  • Cat. No. CS-W003438
  • Purity ≥95%
  • MDL No. MFCD07783786
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrFNS
  • Molecular Weight 232.07
  • Synonym(s) 2-Bromo-6-fluorobenzothiazole
  • SMILES Fc1ccc2c(c1)sc(n2)Br

Description

2-Bromo-6-fluoro-benzothiazole features a uniquely activated aromatic core with complementary halogen substituents, enabling direct functionalization in cross-coupling reactions. The ortho-fluoro and bromo groups facilitate selective Pd-catalyzed transformations, while the benzothiazole scaffold imparts enhanced stability and electron-deficient character. This compound serves as a key building block for bioactive heterocycles and advanced materials.

Application

2-Bromo-6-fluoro-benzothiazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for modular synthesis of biologically active heterocycles and API intermediates.

Safety Information

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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   12.89
  • LogP   3.1979
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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