Description
2-Fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (CAS No. 1246633-35-1) is a high-purity boronic ester derivative designed for advanced synthetic and medicinal chemistry applications. This compound features a benzaldehyde core functionalized with a fluorine substituent and a pinacol boronate ester group, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. With the molecular formula C13H16BFO3, it offers excellent stability and reactivity for constructing complex fluorinated aromatic systems. Ideal for researchers in pharmaceutical development, material science, and organic synthesis, this reagent is rigorously tested to ensure consistency and performance. Supplied in sealed containers under inert conditions to maintain integrity.
Properties
- CAS Number: 1246633-35-1
- Complexity: 316
- IUPAC Name: 2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
- InChI: InChI=1S/C13H16BFO3/c1-12(2)13(3,4)18-14(17-12)10-6-5-7-11(15)9(10)8-16/h5-8H,1-4H3
- InChI Key: PMDUBXLKNQBIHI-UHFFFAOYSA-N
- Exact Mass: 250.1176527
- Molecular Formula: C13H16BFO3
- Molecular Weight: 250.08
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C(=CC=C2)F)C=O
- Topological: 35.5
- Monoisotopic Mass: 250.1176527
- Synonyms: 1246633-35-1, 2-Fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde, 3-FLUORO-2-FORMYLBENZENEBORONIC ACID PINACOL ESTER, 2-Fluoro-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde, 3-Fluoro-2-formylphenylboronic acid pinacol ester, SCHEMBL13183401, WZB63335, MFCD18383508, CS-0020236, P15212, EN300-1706467, Z2049763028
Application
This compound serves as a key intermediate in the synthesis of fluorinated biaryl structures via palladium-catalyzed cross-coupling reactions. It is particularly valuable in drug discovery for introducing fluorine into bioactive molecules to enhance metabolic stability and binding affinity. Additionally, it finds use in material science for creating fluorinated polymers and liquid crystals with tailored properties.
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