Lot numbers can be found on the outside label of a product:
Thiophene-3-sulfonyl chloride
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CAS No. 51175-71-4
- Cat. No. CS-W019486
- Purity≥97%
- MDL No.MFCD02682011
*For research and further manufacturing use only, not for direct human use.
Structure of 51175-71-4
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General Information
- CAS No. 51175-71-4
- Cat. No. CS-W019486
- Purity ≥97%
- MDL No. MFCD02682011
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₃ClO₂S₂
- Molecular Weight 182.65
- Synonym(s) Thiophene-3-sulphonyl chloride
- SMILES O=S(C1=CSC=C1)(Cl)=O
Description
Thiophene-3-sulfonyl chloride serves as a reactive electrophilic synthon for introducing sulfonamide functionalities in medicinal chemistry and materials synthesis. The thiophene ring imparts electron-rich character, enhancing conjugation in downstream architectures. This reagent features high functional group tolerance and operates reliably under standard anhydrous conditions, enabling efficient coupling with amines to yield stable sulfonamides.
Application
Thiophene-3-sulfonyl chloride serves as a versatile building block for sulfonamide and sulfone synthesis, enabling efficient incorporation of the thiophene ring into bioactive molecules. Its reactivity facilitates direct coupling with amines and alcohols under mild conditions, offering high functional group tolerance and bench stability. The molecule functions as a key scaffold component in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
872-31-1 - ~72%
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In-stock
51175-71-4
References
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Texas Biotechnology Corp. Patent: US6342610 B2, 2002 ; Location in patent: Page column 58 ; US 6342610 B2
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Route2
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In-stock
6165-69-1 - ~%
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In-stock
51175-71-4
References
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Debergh, J. Robb; Niljianskul, Nootaree; Buchwald, Stephen L. Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10638 - 10641
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Route3
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858840-32-1 - ~%
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In-stock
51175-71-4
References
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Steinkopf et al. Justus Liebigs Annalen der Chemie, 1934 , vol. 512, p. 136,156
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H314
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Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 34.14
- LogP 1.6756
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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