5-Bromo-2-chlorobenzene-1-sulfonyl chloride

Name: 5-Bromo-2-chlorobenzene-1-sulfonyl chloride
Brand: ChemScene
Availability: InStock
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CAS No. 81226-68-8
Cat. No. CS-0157146
Purity≥95%
MDL No.MFCD12026193

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromo-2-chlorobenzene-1-sulfonyl chloride|CS-0157146

Structure of 81226-68-8

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General Information

CAS No. 81226-68-8
Cat. No. CS-0157146
Purity ≥95%
MDL No. MFCD12026193
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrCl₂O₂S
Molecular Weight 289.96
Synonym(s) None
SMILES C1=CC(=C(C=C1Br)S(=O)(=O)Cl)Cl

Description

5-Bromo-2-chlorobenzene-1-sulfonyl chloride features a sulfonyl chloride group flanked by bromo and chloro substituents on a benzene ring, enabling selective electrophilic functionalization. This electron-deficient aryl sulfonyl chloride integrates readily into pharmaceutical intermediates and specialty materials, offering high reactivity under mild conditions with excellent chemoselectivity in amine coupling reactions.

Application

5-Bromo-2-chlorobenzene-1-sulfonyl chloride serves as a versatile building block for the synthesis of sulfonamide-containing pharmaceutical intermediates and functionalized heterocycles. Its dual halogenation pattern enables selective cross-coupling reactions, while the sulfonyl chloride group facilitates facile derivatization via nucleophilic substitution. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  60811-17-8
- ~89%
- In-stock
  
  81226-68-8
References
- Leahy, James W.; Buhr, Chris A.; Johnson, Henry W. B.; Kim, Byung Gyu; Baik, Taegon; Cannoy, Jonah; Forsyth, Timothy P.; Jeong, Joon Won; Lee, Matthew S.; Ma, Sunghoon; Noson, Kevin; Wang, Longcheng; Williams, Matthew; Nuss, John M.; Brooks, Eric; Foster, Paul; Goon, Leanne; Heald, Nathan; Holst, Charles; Jaeger, Christopher; Lam, Scott; Lougheed, Julie; Nguyen, Lam; Plonowski, Arthur; Song, Joanne; Stout, Thomas; Wu, Xiang; Yakes, Michael F.; Yu, Peiwen; Zhang, Wentao; Lamb, Peter; Raeber, Olivia Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5467 - 5482
Route2
- 15327-48-7
- ~%
- In-stock
  
  81226-68-8
References
- WO2006/81343 A1, ; Page/Page column 73 ; WO 2006/081343 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P280-P301+P330+P331-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 34.14
LogP 3.03
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

81226-68-8 sigma81226-68-8 manufacturer81226-68-8 price81226-68-8 structure81226-68-8 SDSbuy 81226-68-881226-68-8 supplier81226-68-8 uses81226-68-8 molecular weightprice of 81226-68-881226-68-8 chemical name formula of 81226-68-8

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5-Bromo-2-chlorobenzene-1-sulfonyl chloride

CAS No. 81226-68-8

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