Vinylboronic acid pinacol ester
ALDRICH/633348 - contains phenothiazine as stabilizer, 95%
Synonym: 2-
CAS Number: 75927-49-0
Empirical Formula (Hill Notation): C8H15BO2
Molecular Weight: 154.01
MDL Number: MFCD00192492
Linear Formula: C8H15BO2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 633348-1G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 633348-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 633348-1G
| assay | 95% |
| contains | phenothiazine as stabilizer |
| density | 0.908 g/mL at 25 °C (lit.) |
| InChI | 1S/C8H15BO2/c1-6-9-10-7(2 |
| InChI key | DPGSPRJLAZGUBQ-UHFFFAOYSA |
| Quality Level | 100  |
| refractive index | n |
| SMILES string | CC1(C)OB(OC1(C)C)C=C |
| storage temp. | −20°C |
| Application: | Employed in a "double" Heck-Mizoroki arylation leading to β,β-diarylated vinyl boronates which react with an additional aryl halide to form Π-extended systems. This approach was used to prepare conjugated dendrimers. Also used to prepare γ-carbonyl vinyl boronates via a light-induced radical addition of xanthates. |
| Application: | 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) |
| Packaging: | 1, 10 g in glass bottle |
| Symbol |    GHS02,GHS07,GHS09 |
| Signal word | Warning |
| Hazard statements | H226 - H317 - H411 |
| Precautionary statements | P210 - P233 - P240 - P273 - P280 - P303 + P361 + P353 |
| Hazard Codes | Xi |
| Risk Statements | 10-43 |
| Safety Statements | 36/37 |
| RIDADR | UN 3272 3 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 93.2 °F |
| Flash Point(C) | 34 °C |
| Purity | 95% |
| Density | 0.908 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352103 |