Lot numbers can be found on the outside label of a product:
1-Bromo-4-(ethylsulfonyl)benzene
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CAS No. 26732-20-7
- Cat. No. CS-0094483
- Purity≥98%
- MDL No.MFCD08692383
*For research and further manufacturing use only, not for direct human use.
Structure of 26732-20-7
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General Information
- CAS No. 26732-20-7
- Cat. No. CS-0094483
- Purity ≥98%
- MDL No. MFCD08692383
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉BrO₂S
- Molecular Weight 249.12
- Synonym(s) 1-bromo-4-ethylsulfonylbenzene
- SMILES O=S(C1=CC=C(Br)C=C1)(CC)=O
Description
1-Bromo-4-(ethylsulfonyl)benzene features a bromine substituent flanked by an electron-withdrawing ethylsulfonyl group, enabling selective cross-coupling reactions. This aryl halide exhibits enhanced stability and solubility in polar organic media, facilitating efficient transformations under standard catalytic conditions.
Application
1-Bromo-4-(ethylsulfonyl)benzene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The ethylsulfonyl group provides strong electron-withdrawing character and excellent stability under standard reaction conditions. Its bromide functionality facilitates reliable Suzuki, Stille, and Negishi couplings, while the sulfonamide moiety offers orthogonal reactivity for downstream functionalization. Ideal for medicinal chemistry and materials synthesis, it combines bench stability with predictable transformation profiles in multi-step syntheses.
Synthesis
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Route1
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In-stock
30506-30-0 - ~90%
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In-stock
26732-20-7
References
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Semple, Graeme; Santora, Vincent J.; Smith, Jeffrey M.; Covel, Jonathan A.; Hayashi, Rena; Gallardo, Charlemagne; Ibarra, Jason B.; Schultz, Jeffrey A.; Park, Douglas M.; Estrada, Scott A.; Hofilena, Brian J.; Smith, Brian M.; Ren, Albert; Suarez, Marissa; Frazer, John; Edwards, Jeffrey E.; Hart, Ryan; Hauser, Erin K.; Lorea, Jodie; Grottick, Andrew J. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 71 - 75
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Route2
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30506-29-7 - ~89%
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In-stock
26732-20-7
References
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KIM, Yong Hae; LEE, Hyeon Kyu Chemistry Letters, 1987 , p. 1499 - 1502
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Route3
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75-03-6
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98-58-8
- ~47%
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In-stock
26732-20-7
References
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Suzuki, Hitomi; Nishioka, Yoshinobu; Padmanabham, Seetharama Iyer; Ogawa, Takuji Chemistry Letters, 1988 , p. 727 - 728
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 34.14
- LogP 2.2427
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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