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Dihydrothiophen-3(2H)-one 1,1-dioxide
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CAS No. 17115-51-4
- Cat. No. CS-0036770
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 17115-51-4
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General Information
- CAS No. 17115-51-4
- Cat. No. CS-0036770
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₆O₃S
- Molecular Weight 134.15
- Synonym(s) Tetrahydrothiophene-3-oxo-1,1-dioxide
- SMILES C1CS(=O)(=O)CC1=O
Description
Dihydrothiophen-3(2H)-one 1,1-dioxide features a sulfonyl-stabilized heterocyclic core with enhanced solubility in polar solvents. This bench-stable scaffold integrates readily into synthetic sequences requiring electron-deficient, oxygen-tolerant building blocks. The sulfone moiety imparts high thermal resilience and facilitates downstream functionalization via nucleophilic substitution or transition-metal-catalyzed coupling.
Application
Dihydrothiophen-3(2H)-one 1,1-dioxide serves as a versatile sulfur-containing heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its sulfone functionality enhances metabolic stability and modulates electronic properties, while the enolizable carbonyl enables diverse transformations including nucleophilic additions and condensations. The compound exhibits good bench stability and facilitates efficient functionalization, making it valuable for constructing complex scaffolds in API development.
Synthesis
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Route1
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In-stock
13031-76-0 - ~%
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In-stock
17115-51-4
References
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Journal of Heterocyclic Chemistry, , vol. 27, # 5 p. 1453 - 1456
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Route2
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82813-65-8 - ~73%
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In-stock
17115-51-4
References
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Tolstikov, G. A.; Novitskaya, N. N.; Shul'ts, E. E. Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, # 6 p. 1134 - 1141 Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 6 p. 1307 - 1314
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Route3
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82813-57-8
- ~74%
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In-stock
17115-51-4
References
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Tolstikov, G. A.; Novitskaya, N. N.; Shul'ts, E. E. Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, # 6 p. 1134 - 1141 Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 6 p. 1307 - 1314
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 51.21
- LogP -0.626
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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