Lot numbers can be found on the outside label of a product:
3,5-Dimethoxyphenylboronic acid
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CAS No. 192182-54-0
- Cat. No. CS-D1032
- Purity≥98%
- MDL No.MFCD03095127
*For research and further manufacturing use only, not for direct human use.
Structure of 192182-54-0
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General Information
- CAS No. 192182-54-0
- Cat. No. CS-D1032
- Purity ≥98%
- MDL No. MFCD03095127
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₁BO₄
- Molecular Weight 181.98
- Synonym(s) None
- SMILES COC1=CC(OC)=CC(B(O)O)=C1
Description
Reactant for:Palladium-catalyzed coupling reactionsPreparation of benzopyranone derivatives as positive GABAA receptor modulatorsPreparation of aryl alkenes via three-component coupling catalyzed by palladiumSuzuki-Miyaura couplingRhodium catalyzed cyanation with N-cyano-N-phenyl-p-methylbenzenesulfonamidePreparation of bisphosphonate inhibitors of human farnesyl pyrophosphate synthase
Application
3,5-Dimethoxyphenylboronic acid serves as a reliable building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. Its ortho-dimethoxy substitution enhances stability and solubility while maintaining compatibility with diverse functional groups. The boronic acid moiety facilitates straightforward purification and is well-suited for scalable synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
20469-65-2 - ~63%
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In-stock
192182-54-0
References
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Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
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Route2
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5419-55-6 -
In-stock
20469-65-2
- ~92%
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In-stock
192182-54-0
References
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REGENTS OF THE UNIVERSITY OF MINNESOTA; XING, Chengguo Patent: WO2008/118802 A1, 2008 ; Location in patent: Page/Page column 25-26 ;
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Route3
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7647-01-0
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121-43-7
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In-stock
20469-65-2
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7732-18-5
- ~54%
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In-stock
192182-54-0
References
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SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC. Patent: WO2008/124582 A1, 2008 ; Location in patent: Page/Page column 117-118 ; WO 2008/124582 A1
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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 58.92
- LogP -0.6164
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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