3-(tert-Butyl)benzene-1-sulfonyl chloride

Name: 3-(tert-Butyl)benzene-1-sulfonyl chloride
Brand: ChemScene
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CAS No. 2905-26-2
Cat. No. CS-0154910
Purity≥97%
MDL No.MFCD03789234

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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+
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3-(tert-Butyl)benzene-1-sulfonyl chloride|CS-0154910

Structure of 2905-26-2

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General Information

CAS No. 2905-26-2
Cat. No. CS-0154910
Purity ≥97%
MDL No. MFCD03789234
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃ClO₂S
Molecular Weight 232.73
Synonym(s) 3-tert-butylbenzenesulfonyl Chloride
SMILES CC(C)(C)C1=CC(=CC=C1)S(=O)(=O)Cl

Description

3-(tert-Butyl)benzene-1-sulfonyl chloride features a sterically hindered tert-butyl group that enhances stability and modulates reactivity. This sulfonyl chloride serves as a robust electrophilic handle for amine coupling, enabling efficient synthesis of sulfonamide derivatives under mild conditions. The electron-withdrawing sulfonyl moiety facilitates nucleophilic substitution while the bulky alkyl substituent reduces unwanted side reactions.

Application

3-(tert-Butyl)benzene-1-sulfonyl chloride serves as a robust sulfonylating agent for the efficient introduction of sulfonamide groups in medicinal chemistry and materials synthesis. Its tert-butyl substituent enhances steric protection and bench stability, while the electrophilic sulfonyl chloride moiety facilitates clean reactions with amines under mild conditions. The resulting sulfonamides exhibit good solubility and functional group tolerance, making this reagent ideal for building diverse heterocyclic scaffolds and API intermediates.

Synthesis

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  2905-26-2
References
- Prinsen,A.J.; Cerfontain,H. Recueil des Travaux Chimiques des Pays-Bas, 1965 , vol. 84, p. 24 - 30

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H312-H314-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

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Computational Chemistry Data

TPSA 34.14
LogP 2.9116
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-(tert-Butyl)benzene-1-sulfonyl chloride

CAS No. 2905-26-2

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