Lot numbers can be found on the outside label of a product:
(2-Methylprop-1-en-1-yl)boronic acid
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CAS No. 14559-88-7
- Cat. No. CS-0046252
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 14559-88-7
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General Information
- CAS No. 14559-88-7
- Cat. No. CS-0046252
- Purity ≥97%
- MDL No. None
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₉BO₂
- Molecular Weight 99.92
- Synonym(s) 2,2-Dimethylethenylboronic acid
- SMILES OB(/C=C(C)/C)O
Description
This boronate moiety features a terminal alkenyl group enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The (2-methylprop-1-en-1-yl)boronic acid delivers high functional group tolerance and stability under standard bench conditions, streamlining the synthesis of conjugated olefinic architectures in complex molecular frameworks.
Application
(2-Methylprop-1-en-1-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its terminal alkene functionality offers high chemoselectivity and compatibility with diverse functional groups, facilitating the synthesis of conjugated systems and complex molecular architectures. The boronic acid moiety ensures excellent bench stability and ease of purification, making it ideal for iterative synthetic strategies in medicinal chemistry and materials science.
Synthesis
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Route1
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38614-36-7 - ~56%
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In-stock
14559-88-7
References
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Le, Phong Q.; Nguyen, Thien S.; May, Jeremy A. Organic Letters, 2012 , vol. 14, # 23 p. 6104 - 6107
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Route2
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90011-02-2
- ~%
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In-stock
14559-88-7
References
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Journal of Organic Chemistry, , vol. 75, # 9 p. 3147 - 3150
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Route3
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59278-44-3 -
67-64-1
- ~%
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In-stock
14559-88-7
References
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Journal of the American Chemical Society, , vol. 97, # 19 p. 5608 - 5609
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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 40.46
- LogP -0.0354
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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