4-(Trifluoromethyl)benzene-1-sulfonyl chloride

Name: 4-(Trifluoromethyl)benzene-1-sulfonyl chloride
Brand: ChemScene
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CAS No. 2991-42-6
Cat. No. CS-W003966
Purity≥96%
MDL No.MFCD00042422

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4-(Trifluoromethyl)benzene-1-sulfonyl chloride|CS-W003966

Structure of 2991-42-6

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Description

4-(Trifluoromethyl)benzenesulfonyl chloride may be used to synthesize -arylated thiophenes and 2,5-diarylated pyrrolevia palladium catalyzed desulfitative arylation of thiophenes and pyrroles, respectively.4-(Trifluoromethyl)benzenesulfonyl chloride and N-vinylpyrrolidinone in acetonitrile can undergo photo-irradiation with visible light in the presence of Ir(ppy)2(dtbbpy)PF6 ([4,4-bis(1,1-dimethylethyl)-2,2-bipyridine-N1,N1]bis[2-(2-pyridinyl-N)phenyl-C]iridium(III)hexafluorophosphate) and disodium phosphate to give the corresponding E-vinyl sulfone.

Application

4-(Trifluoromethyl)benzene-1-sulfonyl chloride serves as a robust sulfonylating agent for the efficient installation of sulfonamide groups under mild conditions. Its trifluoromethyl substituent enhances electrophilicity and imparts favorable lipophilic character, enabling high-yielding reactions with amines and alcohols. The reagent exhibits excellent bench stability and facilitates straightforward purification, making it ideal for constructing bioactive sulfonamide scaffolds in medicinal chemistry and process development workflows.

General Information

CAS No. 2991-42-6
Cat. No. CS-W003966
Purity ≥96%
MDL No. MFCD00042422
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClF₃O₂S
Molecular Weight 244.62
Synonym(s) α,α,α-Trifluorotoluene-4-sulfonyl Chloride
SMILES FC(c1ccc(cc1)S(=O)(=O)Cl)(F)F

Computational Chemistry Data

TPSA 34.14
LogP 2.6329
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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 : P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Other Classifications

Building Blocks Functional Group Sulfonyl Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(Trifluoromethyl)benzene-1-sulfonyl chloride

CAS No. 2991-42-6

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