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| | Pinacol vinylboronate Basic information |
| Product Name: | Pinacol vinylboronate | | Synonyms: | 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane;Vinylboronic acid pinacolester, 10 wt.% solution in hexanes;Pinacol vinylboronate
Vinylboronic acid pinacol ester;2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane;Vinylboronic acid pinacol ester(contains phenothiazine as stabilizer);1,3,2-DIOXABOROLANE,2-ETHENYL-4,4,5,5-TETRAMETHYL-;Vinylboronic acid pinacol ester, 97+%, stabilized with 0.05% BHT;AKOS BRN-0470 | | CAS: | 75927-49-0 | | MF: | C8H15BO2 | | MW: | 154.01 | | EINECS: | | | Product Categories: | B (Classes of Boron Compounds);Boronic Acids Esters;CHIRAL CHEMICALS | | Mol File: | 75927-49-0.mol |  |
| | Pinacol vinylboronate Chemical Properties |
| Boiling point | 52-54°C 24mm | | density | 0.908 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.4300(lit.) | | Fp | 94 °F | | storage temp. | -20°C | | solubility | Chloroform (Sparingly), Methanol (Slightly) | | form | Powder or Low Melting Solid | | color | White to yellow | | Sensitive | Air Sensitive | | Stability: | Light Sensitive, Volatile | | CAS DataBase Reference | 75927-49-0(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 10-43 | | Safety Statements | 16-36/37 | | RIDADR | UN 3272 3/PG 3 | | WGK Germany | 3 | | TSCA | No | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29319090 |
| | Pinacol vinylboronate Usage And Synthesis |
| Chemical Properties | Clear colorless to amber liquid | | Uses | 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 alkylation
Reagent used in Preparation of
- Molecular tubes for lipid sensing
- Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)
| | Uses | suzuki reaction |
| | Pinacol vinylboronate Preparation Products And Raw materials |
| Raw materials | Ethyleneboronic acid-->Pinacol | | Preparation Products | Ethylboronic acid pinacol ester-->tert-Butyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidine-1-carboxylate-->2-METHYL-6-VINYLPYRIDINE-->3-VINYLBENZALDEHYDE-->Protoporphyrin IX dimethyl ester-->Benzoic acid, 3-ethenyl-, methyl ester-->3-Pyridinecarbonitrile,6-ethenyl-(9CI)-->4-Pyridinecarbonitrile,2-ethenyl-(9CI)-->Methyl 6-vinylnicotinate-->4-Ethenyl-3-nitropyridine-->Pyridine, 4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]--->4-forMyl-trans-beta-styrylboronic acid pinacol ester-->3-bromo-4-vinylpyridine |
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