3-Bromo-5-fluorobenzene-1-sulfonyl chloride

Name: 3-Bromo-5-fluorobenzene-1-sulfonyl chloride
Brand: ChemScene
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CAS No. 1214342-44-5
Cat. No. CS-W021868
Molecule weight273.51
Purity≥95%
MDL No.MFCD13185364

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FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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3-Bromo-5-fluorobenzene-1-sulfonyl chloride|CS-W021868

Structure of 1214342-44-5

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General Information

CAS No. 1214342-44-5
Cat. No. CS-W021868
Purity ≥95%
MDL No. MFCD13185364
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClFO₂S
Molecular Weight 273.51
Synonym(s) 3-bromo-5-fluorophenylsulfonyl chloride
SMILES FC1=CC(=CC(Br)=C1)S(Cl)(=O)=O

Description

3-Bromo-5-fluorobenzene-1-sulfonyl chloride features a sulfonyl chloride group flanked by bromo and fluoro substituents on a benzene ring, enabling direct incorporation into sulfonamide derivatives. This electron-deficient aryl scaffold facilitates efficient coupling reactions under mild conditions, offering high reactivity for conjugation in pharmaceutical and agrochemical synthesis.

Application

3-Bromo-5-fluorobenzene-1-sulfonyl chloride serves as a versatile building block for sulfonamide-based scaffolds in medicinal chemistry and materials science. Its orthogonal reactivity enables selective amide bond formation under mild conditions, while the bromo and fluoro substituents support subsequent cross-coupling transformations. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis workflows requiring functional group tolerance and predictable regiochemistry.

Synthesis

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References
- Tang, Guozhi; Lin, Xianfeng; Qiu, Zongxing; Li, Wentao; Zhu, Lei; Wang, Lisha; Li, Shaohua; Li, Haodong; Lin, Wenbin; Yang, Mei; Guo, Tao; Chen, Li; Lee, Daniel; Wu, Jim Z.; Yang, Wengang ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 8 p. 603 - 607

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 34.14
LogP 2.5157
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Sulfonyl Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-fluorobenzene-1-sulfonyl chloride

CAS No. 1214342-44-5

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