Lot numbers can be found on the outside label of a product:
(3-BRomophenyl)trimethylsilane
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CAS No. 17878-47-6
- Cat. No. CS-0158141
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 17878-47-6
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General Information
- CAS No. 17878-47-6
- Cat. No. CS-0158141
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₃BrSi
- Molecular Weight 229.19
- Synonym(s) 1-BROMO-3-TRIMETHYLSILYLBENZENE
- SMILES C[Si](C)(C)C1=CC=CC(=C1)Br
Description
This boronate-bearing organosilane integrates readily into cross-coupling reactions, offering enhanced stability and moisture tolerance compared to traditional boronic acids. The trimethylsilyl group enables efficient activation under mild conditions, facilitating direct C–C bond formation in synthetic workflows.
Application
(3-Bromophenyl)trimethylsilane serves as a stable, bench-friendly arylboron precursor enabling efficient Suzuki-Miyaura cross-coupling reactions. The trimethylsilyl group enhances stability and facilitates mild deprotection, while the bromo substituent supports orthogonal functionalization. It functions reliably in diverse coupling protocols, offering predictable reactivity and straightforward purification—ideal for constructing biaryl scaffolds in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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75-77-4 -
In-stock
108-36-1 - ~93%
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In-stock
17878-47-6
References
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Stehouwer, Jeffrey S.; Jarkas, Nachwa; Zeng, Fanxing; Voll, Ronald J.; Williams, Larry; Owens, Michael J.; Votaw, John R.; Goodman, Mark M. Journal of Medicinal Chemistry, 2006 , vol. 49, # 23 p. 6760 - 6767
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Route2
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109-72-8
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75-77-4
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In-stock
108-36-1
- ~99%
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In-stock
17878-47-6
References
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Burn, Paul Leslie; Samuel, Ifor David William; Cumpstey, Neil Patent: US2008/211391 A1, 2008 ;
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Route3
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In-stock
17878-23-8 - ~75%
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In-stock
17878-47-6
References
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Chen, Grace J.; Tamborski, Christ Journal of Organometallic Chemistry, 1983 , vol. 251, # 2 p. 149 - 158
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS09
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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 : H410
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Precautionary Statements : P273-P391-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 2.9943
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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