2,4,6-Trichlorobenzene-1-sulfonyl chloride

Name: 2,4,6-Trichlorobenzene-1-sulfonyl chloride
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CAS No. 51527-73-2
Cat. No. CS-0186494
Purity≥96%
MDL No.None

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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+
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2,4,6-Trichlorobenzene-1-sulfonyl chloride|CS-0186494

Structure of 51527-73-2

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General Information

CAS No. 51527-73-2
Cat. No. CS-0186494
Purity ≥96%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Cl₄O₂S
Molecular Weight 279.96
Synonym(s) 2,4,6-Trichlorobenzenesulfonyl chloride
SMILES C1=C(C=C(C(=C1Cl)S(=O)(=O)Cl)Cl)Cl

Description

2,4,6-Trichlorobenzene-1-sulfonyl chloride features a highly electrophilic sulfonyl chloride group flanked by three chlorine substituents, enabling efficient coupling reactions in synthetic organic chemistry. This electron-deficient aryl scaffold facilitates rapid functionalization under mild conditions, delivering robust sulfonamide and sulfonate derivatives with excellent regiocontrol. The molecule exhibits enhanced stability compared to less substituted analogs, simplifying handling and storage.

Application

2,4,6-Trichlorobenzene-1-sulfonyl chloride serves as a highly reactive sulfonylating agent for the efficient introduction of the trichlorobenzene-1-sulfonyl group into diverse substrates. Its strong electrophilicity facilitates rapid reaction with nucleophiles such as amines and alcohols under mild conditions, enabling straightforward synthesis of sulfonamide and sulfonate derivatives. The electron-withdrawing trichloro substituents enhance reactivity while maintaining bench stability, making it a practical choice for functional group interconversions in synthetic organic chemistry and API intermediate development.

Synthesis

Route1
- 108-70-3
- ~78%
- 51527-73-2
References
- Guthrie, R. D. (Gus); Thang, San Australian Journal of Chemistry, 1987 , vol. 40, # 12 p. 2133 - 2136

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 34.14
LogP 3.5743
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,4,6-Trichlorobenzene-1-sulfonyl chloride

CAS No. 51527-73-2

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