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Home  > Chemistry  > Organometallic Reagents  > Organoboron  > 2-(2-Fluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

AA32257

1190129-83-9 | 2-(2-Fluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Packsize Purity Availability Price Discounted Price    Quantity
1g 98% in stock $58.00 $41.00 -   +
5g 98% in stock $195.00 $136.00 -   +
10g 98% in stock $323.00 $226.00 -   +
25g 98% in stock $573.00 $402.00 -   +
100g 98% in stock $1,536.00 $1,075.00 -   +

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Description
Catalog Number: AA32257
Chemical Name: 2-(2-Fluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number: 1190129-83-9
Molecular Formula: C13H18BFO3
Molecular Weight: 252.0896
MDL Number: MFCD18384134
SMILES: COc1ccc(c(c1)B1OC(C(O1)(C)C)(C)C)F

 

Computed Properties
Complexity: 293  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 4  
Rotatable Bond Count: 2  

 

 

Upstream Synthesis Route
  • 2-(2-Fluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile and valuable compound widely used in chemical synthesis as a boronic ester reagent. This specific molecule serves as a key building block in the preparation of various pharmaceuticals, agrochemicals, and functional materials through Suzuki-Miyaura cross-coupling reactions.In organic synthesis, this dioxaborolane compound is primarily employed as a stable and reactive source of the boron atom in palladium-catalyzed coupling reactions. By virtue of its unique structural features, such as the electron-withdrawing fluoro and methoxy groups attached to the phenyl ring, combined with the steric hindrance provided by the bulky tetramethyl groups, this reagent exhibits enhanced reactivity and selectivity in C-C bond formation processes.The presence of the boron atom in the molecule allows for selective and efficient construction of carbon-carbon bonds, enabling chemists to access a wide range of functionalized organic compounds with high yields and excellent functional group compatibility. Moreover, the substituents on the phenyl ring confer desirable properties such as improved solubility, stability, and electronic effects, making this dioxaborolane an indispensable tool in modern synthetic chemistry.
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