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Home  > Chemistry  > Heterocyclic Building Blocks  > Other Aromatic Heterocycles  > 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)chroman

AA01649

1002727-88-9 | 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)chroman

Packsize Purity Availability Price Discounted Price    Quantity
100mg 97% in stock $18.00 $13.00 -   +
250mg 97% in stock $31.00 $22.00 -   +
1g 97% in stock $45.00 $32.00 -   +
5g 97% in stock $187.00 $131.00 -   +

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*All prices are in USD.

Description
Catalog Number: AA01649
Chemical Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)chroman
CAS Number: 1002727-88-9
Molecular Formula: C15H21BO3
Molecular Weight: 260.1364
MDL Number: MFCD12028565
SMILES: CC1(C)OB(OC1(C)C)c1ccc2c(c1)CCCO2

 

Computed Properties
Complexity: 326  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 3  
Rotatable Bond Count: 1  

 

 

Upstream Synthesis Route
  • The compound 2-(Chroman-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile reagent commonly used in chemical synthesis. It serves as a boron source, providing a unique way to introduce boron-containing functional groups into organic molecules. This compound is particularly valuable in the field of organic synthesis due to its stability, ease of handling, and its compatibility with a wide range of reaction conditions.One key application of 2-(Chroman-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is in the Suzuki-Miyaura cross-coupling reaction. In this widely employed transformation, the compound acts as a boronate ester partner, reacting with aryl or vinyl halides under palladium catalysis to form carbon-carbon bonds. This reaction enables the efficient construction of complex organic molecules, making it a crucial tool in the development of pharmaceuticals, agrochemicals, and materials science.Furthermore, 2-(Chroman-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can also participate in other boron-mediated transformations such as hydroboration, alkynylation, and borylation reactions. Its unique structural features make it a valuable building block for designing new molecules with enhanced properties or functionalities. Due to its versatile nature and broad utility in chemical synthesis, this compound is highly sought after by synthetic chemists working in various research fields.
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