Lot numbers can be found on the outside label of a product:
4-Methoxy-2,6-dimethylphenylboronic acid
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CAS No. 361543-99-9
- Cat. No. CS-W017242
- Purity≥98%
- MDL No.MFCD03452755
*For research and further manufacturing use only, not for direct human use.
Structure of 361543-99-9
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General Information
- CAS No. 361543-99-9
- Cat. No. CS-W017242
- Purity ≥98%
- MDL No. MFCD03452755
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₃BO₃
- Molecular Weight 180.01
- Synonym(s) 4-Methoxy-2,6-dimethylbenzeneboronic Acid (contains varying amounts of Anhydride)
- SMILES COC1=CC(C)=C(B(O)O)C(C)=C1
Description
4-Methoxy-2,6-dimethylphenylboronic acid features a boronic acid group flanked by electron-donating methoxy and methyl substituents, enhancing its stability and reactivity in Suzuki-Miyaura coupling. The para-methoxy and ortho-methyl groups collectively improve solubility and resistance to protodeboronation, enabling reliable cross-coupling under standard conditions. This bench-stable derivative serves as a robust building block for constructing complex aryl architectures in medicinal chemistry and materials science.
Application
4-Methoxy-2,6-dimethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, offering enhanced stability and ease of handling compared to many arylboronic acids. Its ortho-dimethyl substitution provides steric protection to the boronic acid group, minimizing protodeboronation during reaction workup. The methoxy substituent imparts electron-donating character, facilitating coupling with a broad range of halides and pseudohalides. This compound enables efficient access to substituted biaryls and heterocyclic scaffolds commonly found in pharmaceutical intermediates and functional materials.
Synthesis
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Route1
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In-stock
6267-34-1 - ~82%
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In-stock
361543-99-9
References
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Moorthy, Jarugu Narasimha; Natarajan, Palani; Bajpai, Alankriti; Venugopalan, Paloth Crystal Growth and Design, 2011 , vol. 11, # 8 p. 3406 - 3417
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Route2
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In-stock
7463-51-6 - ~%
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In-stock
361543-99-9
References
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Journal of the American Chemical Society, , vol. 129, # 11 p. 3267 - 3286
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Route3
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121-43-7 -
In-stock
6267-34-1
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7732-18-5
- ~72%
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In-stock
361543-99-9
References
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Klosterman, Jeremy K.; Linden, Anthony; Siegel, Jay S. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 15 p. 2755 - 2764
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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 -0.00816
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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