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| IUPAC Name: | 2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
| Description: | Reagent used for• Suzuki-Miyaura coupling reactions• Mizoroki-Heck reactions (cascade reaction)• Intramolecular Nozaki-Hiyama-Kishi reactions• Stereoselective Cu-catalyzed γ-selective and stereospecific coupling• Control of stereoselectivity and mechanistic portrait on intramolecular (4+1)-cycloaddition of dialkoxycarbenes• Regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes followed by Pd-catalyzed consecutive cross-coupling reactions• Asymmetric Birch reductive alkylationReagent used in Preparation of • Molecular tubes for lipid sensing• Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses) |
| Molecular Weight: | 154.01 |
| Molecular Formula: | C8H15BO2 |
| Canonical SMILES: | B1(OC(C(O1)(C)C)(C)C)C=C |
| InChI: | InChI=1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3 |
| InChI Key: | DPGSPRJLAZGUBQ-UHFFFAOYSA-N |
| Boiling Point: | 131.6±23.0°C at 760 mmHg |
| Flash Point: | 93.2 °F |
| Purity: | 95% |
| Density: | 0.908 g/mL at 25°C |
| Solubility: | Soluble in Chloroform (Sparingly), Methanol (Slightly) |
| Appearance: | Clear colorless to amber liquid |
| Storage: | Store at 2-8°C under inert atmosphere |
| Refractive Index: | n20/D 1.4300 (lit.) |
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Alkenes
Boronic Acids and Esters
2-(7,8-Difluoro-1-naphthyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2,4-Diphenyl-6-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,5-triazine
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