633348

Vinylboronic acid pinacol ester

contains phenothiazine as stabilizer, 95%

• Sinônimo(s): 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane, 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane
• Fórmula empírica (Notação de Hill): C₈H₁₅BO₂
• Número CAS: 75927-49-0
• Peso molecular: 154.01
• Número MDL: MFCD00192492
• Código UNSPSC: 12352103
• ID de substância PubChem: 24882546
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: 95%
• contém: phenothiazine as stabilizer
• índice de refração: n20/D 1.4300 (lit.)
• densidade: 0.908 g/mL at 25 °C (lit.)
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: CC1(C)OB(OC1(C)C)C=C
• InChI: 1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
• chave InChI: DPGSPRJLAZGUBQ-UHFFFAOYSA-N

Descrição

Aplicação

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.[1] Also used to prepare γ-carbonyl vinyl boronates via a light-induced radical addition of xanthates.[2]

Reagent used for

• Suzuki-Miyaura coupling reactions[3]
• Mizoroki-Heck reactions (cascade reaction)[3]
• Intramolecular Nozaki-Hiyama-Kishi reactions[4]
• Stereoselective Cu-catalyzed γ-selective and stereospecific coupling[5]
• Control of stereoselectivity and mechanistic portrait on intramolecular (4+1)-cycloaddition of dialkoxycarbenes[6]
• Regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes followed by Pd-catalyzed consecutive cross-coupling reactions[7]
• Asymmetric Birch reductive alkylation[8]

Reagent used in Preparation of

• Molecular tubes for lipid sensing[9]
• Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)[10][11][12][4]

Informações de segurança

• Pictogramas: GHS02,GHS07,GHS09
• Palavra indicadora: Warning
• Frases de perigo: H226,H317,H411
• Declarações de precaução: P210 - P233 - P240 - P273 - P280 - P303 + P361 + P353
• Classificações de perigo: Aquatic Chronic 2 - Flam. Liq. 3 - Skin Sens. 1
• Código de classe de armazenamento: 3 - Flammable liquids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 93.2 °F
• Ponto de fulgor (°C): 34 °C
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter