Lot numbers can be found on the outside label of a product:
(4-Bromo-2-methoxyphenyl)boronic acid
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CAS No. 889849-21-2
- Cat. No. CS-0130106
- Purity≥97%
- MDL No.MFCD11856025
*For research and further manufacturing use only, not for direct human use.
Structure of 889849-21-2
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General Information
- CAS No. 889849-21-2
- Cat. No. CS-0130106
- Purity ≥97%
- MDL No. MFCD11856025
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₈BBrO₃
- Molecular Weight 230.85
- Synonym(s) 4-Bromo-2-methoxyphenylboronic acid
- SMILES OB(C1=CC=C(Br)C=C1OC)O
Description
This boronic acid features a brominated, methoxy-substituted phenyl core that enables efficient coupling in palladium-catalyzed reactions. The electron-donating methoxy group enhances reactivity while maintaining stability under standard conditions. This bench-stable reagent integrates readily into complex molecular architectures during late-stage functionalization workflows.
Application
(4-Bromo-2-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The bromo and methoxy groups provide orthogonal reactivity for sequential functionalization, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction substrates. Its predictable coupling behavior and straightforward purification make it a reliable choice for constructing complex aryl scaffolds in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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In-stock
791642-68-7 - ~67%
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In-stock
889849-21-2
References
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Lin, David W.; Masuda, Takeshi; Biskup, Moritz B.; Nelson, Jonathan D.; Baran, Phil S. Journal of Organic Chemistry, 2011 , vol. 76, # 4 p. 1013 - 1030
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Route2
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In-stock
59557-91-4 - ~%
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In-stock
889849-21-2
References
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Lin, David W.; Masuda, Takeshi; Biskup, Moritz B.; Nelson, Jonathan D.; Baran, Phil S. Journal of Organic Chemistry, 2011 , vol. 76, # 4 p. 1013 - 1030
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Route3
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90-04-0 - ~%
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In-stock
889849-21-2
References
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Lin, David W.; Masuda, Takeshi; Biskup, Moritz B.; Nelson, Jonathan D.; Baran, Phil S. Journal of Organic Chemistry, 2011 , vol. 76, # 4 p. 1013 - 1030
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 49.69
- LogP 0.1375
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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