Lot numbers can be found on the outside label of a product:
(2-Formylphenyl)boronic acid
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CAS No. 40138-16-7
- Cat. No. CS-W007320
- Purity≥98%
- MDL No.MFCD00151822
*For research and further manufacturing use only, not for direct human use.
Structure of 40138-16-7
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General Information
- CAS No. 40138-16-7
- Cat. No. CS-W007320
- Purity ≥98%
- MDL No. MFCD00151822
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇BO₃
- Molecular Weight 149.94
- Synonym(s) Benzaldehyde-2-boronic Acid (contains varying amounts of Anhydride)
- SMILES O=CC1=CC=CC=C1B(O)O
Description
(2-Formylphenyl)boronic acid features a boronic acid group ortho to an aldehyde functionality, enabling dual reactivity in cross-coupling and conjugation chemistries. This bifunctional scaffold facilitates efficient C–C bond formation and site-specific labeling under mild conditions.
Application
(2-Formylphenyl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling direct access to biaryl and heteroaryl scaffolds. Its ortho-formyl group provides a handle for downstream functionalization via condensation or oxidation, while the boronic acid moiety ensures compatibility with Suzuki-Miyaura coupling protocols. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
380151-85-9 - ~99%
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In-stock
40138-16-7
References
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Yuen, Alexander K.L.; Hutton, Craig A. Tetrahedron Letters, 2005 , vol. 46, # 46 p. 7899 - 7903
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Route2
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34824-58-3 -
121-43-7
- ~66%
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In-stock
40138-16-7
References
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Groziak, Michael P.; Chen, Liya; Yi, Lin; Robinson, Paul D. Journal of the American Chemical Society, 1997 , vol. 119, # 33 p. 7817 - 7826
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Route3
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35364-86-4
- ~85%
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In-stock
40138-16-7
References
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Meudt, Andreas; Scherer, Stefan; Vollmueller, Frank; Erbes, Michael Patent: US2004/49050 A1, 2004 ;
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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-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 57.53
- LogP -0.8211
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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