3,5-Dimethylisoxazole-4-sulfonylchloride

Name: 3,5-Dimethylisoxazole-4-sulfonylchloride
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CAS No. 80466-79-1
Cat. No. CS-W004125
Purity≥97%
MDL No.MFCD00052554

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3,5-Dimethylisoxazole-4-sulfonylchloride|CS-W004125

Structure of 80466-79-1

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General Information

CAS No. 80466-79-1
Cat. No. CS-W004125
Purity ≥97%
MDL No. MFCD00052554
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClNO₃S
Molecular Weight 195.62
Synonym(s) 3,5-Dimethylisoxazole-4-sulfonyl chloride
SMILES CC1=NOC(C)=C1S(Cl)(=O)=O

Description

3,5-Dimethylisoxazole-4-sulfonyl chloride delivers a robust sulfonyl chloride handle for conjugation in synthetic chemistry. The electron-rich isoxazole core enhances reactivity while the methyl substituents provide steric stabilization. This bench-stable derivative enables efficient incorporation into bioconjugates and functional materials under mild conditions.

Application

3,5-Dimethylisoxazole-4-sulfonyl chloride serves as a versatile sulfonylating agent for the efficient installation of sulfonamide functionalities in medicinal chemistry and agrochemical synthesis. Its stability under ambient conditions and compatibility with diverse nucleophiles enable straightforward access to functionalized heterocycles. The molecule facilitates rapid derivatization of amines and alcohols, offering excellent purification profiles and broad functional group tolerance in multi-step synthetic sequences.

Synthesis

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References
- Filimonov, Sergey I.; Korsakov, Mikhail K.; Kravchenko, Dmitry V.; Dorogov, Mikhail V.; Tkachenko, Sergey E.; Ivachtchenko, Alexandre V. Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 3 p. 663 - 671

Safety Information

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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

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Computational Chemistry Data

TPSA 60.17
LogP 1.21894
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

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3,5-Dimethylisoxazole-4-sulfonylchloride

CAS No. 80466-79-1

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