Lot numbers can be found on the outside label of a product:
(E)-2-Phenylethylenesulfonyl chloride
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CAS No. 52147-97-4
- Cat. No. CS-0117008
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 52147-97-4
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General Information
- CAS No. 52147-97-4
- Cat. No. CS-0117008
- Purity ≥95%
- MDL No. None
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇ClO₂S
- Molecular Weight 202.66
- Synonym(s) β-STYRENE SULFONYL CHLORIDE
- SMILES O=S(/C=C/C1=CC=CC=C1)(Cl)=O
Description
(E)-2-Phenylethylenesulfonyl chloride features a conjugated vinyl sulfone moiety enabling direct incorporation into Michael acceptor-based synthetic sequences. The sulfonyl chloride group provides high reactivity toward nucleophiles, facilitating rapid functionalization under mild conditions. This compound serves as a stable, bench-ready electrophile for constructing complex organic architectures in medicinal chemistry and materials synthesis.
Application
(E)-2-Phenylethylenesulfonyl chloride serves as a versatile electrophilic sulfonylating agent, enabling efficient introduction of sulfonate groups under mild conditions. Its conjugated vinyl sulfone structure enhances stability and facilitates selective reactions with nucleophiles such as amines and thiols, making it valuable for synthesizing sulfonamide and sulfonate derivatives in medicinal chemistry workflows. The compound exhibits good bench stability and is compatible with common functional groups, supporting straightforward purification and integration into multi-step syntheses.
Synthesis
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Route1
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292638-84-7 - ~87%
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In-stock
52147-97-4
References
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Reddy, M. V. Ramana; Mallireddigari, Muralidhar R.; Pallela, Venkat R.; Cosenza, Stephen C.; Billa, Vinay K.; Akula, Balaiah; Subbaiah, D. R. C. Venkata; Bharathi, E. Vijaya; Padgaonkar, Amol; Lv, Hua; Gallo, James M.; Reddy, E. Premkumar Journal of Medicinal Chemistry, 2013 , vol. 56, # 13 p. 5562 - 5586
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Route2
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14554-08-6
- ~%
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In-stock
52147-97-4
References
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Metaferia, Belhu B.; Fetterolf, Brandon J.; Shazad-ul-Hussan, Syed; Moravec, Matthew; Smith, Jeremy A.; Ray, Satyajit; Gutierrez-Lugo, Maria-Teresa; Bewley, Carole A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 25 p. 6326 - 6336
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Route3
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98-85-1
- ~%
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In-stock
52147-97-4
References
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Aramini, Andrea; Cesta, Maria C.; Coniglio, Silvia; Bijani, Christian; Colagioia, Sandro; D'Elia, Valerio; Allegretti, Marcello Journal of Organic Chemistry, 2003 , vol. 68, # 20 p. 7911 - 7914
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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 : Ⅱ
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Hazard Statements : H314-H318
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Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 34.14
- LogP 2.2259
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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