633348
Vinylboronic acid pinacol ester
contains phenothiazine as stabilizer, 95%
Synonym(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
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About This Item
Empirical Formula (Hill Notation):
C8H15BO2
CAS Number:
Molecular Weight:
154.01
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
contains
phenothiazine as stabilizer
refractive index
n20/D 1.4300 (lit.)
density
0.908 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
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
InChI key
DPGSPRJLAZGUBQ-UHFFFAOYSA-N
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.
Reagent used for
Reagent used in Preparation of
- 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)
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2 - Flam. Liq. 3 - Skin Sens. 1
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
93.2 °F
Flash Point(C)
34 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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