- Pinacol vinylboronate
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- $8.00 / 1kg
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2025-09-25
- CAS:75927-49-0
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- Pinacol vinylboronate
-
- $15.00 / 1KG
-
2021-07-13
- CAS:75927-49-0
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
- Pinacol vinylboronate
-
- $15.00 / 1KG
-
2021-07-10
- CAS:75927-49-0
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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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 | | InChI | InChI=1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3 | | InChIKey | DPGSPRJLAZGUBQ-UHFFFAOYSA-N | | SMILES | O1C(C)(C)C(C)(C)OB1C=C | | 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 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Aquatic Chronic 2
Flam. Liq. 3
Skin Sens. 1 |
| | 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 | | Synthesis | Under nitrogen protection, 193 g of pinacol and 14 g of 2,6-di-tert-butyl-4-methylphenol were added to a 1 L reaction flask and heated to 85-90 °C until the pinacol was completely melted. The intermediate reactants were added slowly dropwise, taking care to control the rate of dropwise acceleration. Subsequently, diisopropylamine was isolated by distillation using an atmospheric pressure steam distillation apparatus. Upon completion of the reaction, a colorless and transparent vinylboronic acid pinacol ester liquid product containing 225 g of the target product was obtained, which was analyzed by gas chromatography (GC) with a purity of 99.1% (excluding polymerization inhibitors). | | References | [1] Patent: CN105503926, 2016, A. Location in patent: Paragraph 0018 |
| | Pinacol vinylboronate Preparation Products And Raw materials |
| Raw materials | Ethyleneboronic acid-->Boranediamine, 1-ethenyl-N,N,N',N'-tetrakis(1-methylethyl)- (9CI)-->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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