Lot numbers can be found on the outside label of a product:
1-Bromo-3,5-diisopropylbenzene
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CAS No. 23058-81-3
- Cat. No. CS-0133000
- Purity≥97%
- MDL No.MFCD12547791
*For research and further manufacturing use only, not for direct human use.
Structure of 23058-81-3
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General Information
- CAS No. 23058-81-3
- Cat. No. CS-0133000
- Purity ≥97%
- MDL No. MFCD12547791
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₇Br
- Molecular Weight 241.17
- Synonym(s) 3,5-Diisopropylbromobenzene
- SMILES CC(C1=CC(C(C)C)=CC(Br)=C1)C
Description
1-Bromo-3,5-diisopropylbenzene features a bromine atom flanked by two bulky isopropyl groups, conferring steric protection and enhanced stability. This electron-rich aryl halide facilitates robust coupling reactions under standard conditions, enabling efficient access to complex substituted arenes in synthetic and medicinal chemistry workflows.
Application
1-Bromo-3,5-diisopropylbenzene serves as a robust aryl halide building block for Suzuki-Miyaura and Stille coupling reactions, leveraging its ortho-disubstituted electron-rich aromatic framework. The bulky diisopropyl groups provide steric protection, enhancing stability and minimizing undesired side reactions. This compound facilitates efficient synthesis of complex biaryl architectures with improved functional group tolerance and simplified purification in multi-step sequences.
Synthesis
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Route1
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In-stock
80058-84-0 - ~88%
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In-stock
23058-81-3
References
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Coombs, John R.; Haeffner, Fredrik; Kliman, Laura T.; Morken, James P. Journal of the American Chemical Society, 2013 , vol. 135, # 30 p. 11222 - 11231
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Route2
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26886-05-5 - ~%
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In-stock
23058-81-3
References
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Cotton,F.A.; Marks,T.J. Journal of the American Chemical Society, 1969 , vol. 91, p. 1339 - 1346
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Route3
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In-stock
24544-04-5 - ~%
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In-stock
23058-81-3
References
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Diemer, Vincent; Chaumeil, Helene; Defoin, Albert; Fort, Alain; Boeglin, Alex; Carre, Christiane European Journal of Organic Chemistry, 2006 , # 12 p. 2727 - 2738
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Safety Information
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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-P302+P352-P304+P340
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 4.6959
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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