Vinylboronic acid pinacol ester
Product Information
Molecular Formula
C8H15BO2
Molecular Weight
154.01
Description
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 alkylationReagent used in Preparation of • Molecular tubes for lipid sensing• Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)
Synonyms
4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane; 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane; 1,3,2-Dioxaborolane, 2-ethenyl-4,4,5,5-tetramethyl-; Pinacol vinylboronate; ethenylboronic acid pinacol ester; 4,4,5,5-Tetramethyl-2-(2-vinyl)-1,3,2-dioxaborolane
IUPAC Name
2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES
B1(OC(C(O1)(C)C)(C)C)C=C
InChI
InChI=1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
InChI Key
DPGSPRJLAZGUBQ-UHFFFAOYSA-N
Boiling Point
131.6±23.0°C at 760 mmHg
Flash Point
93.2 °F
Purity
95%
Density
0.908 g/mL at 25°C
Solubility
Soluble in Chloroform (Sparingly), Methanol (Slightly)
Appearance
Clear colorless to amber liquid
Storage
Store at 2-8°C under inert atmosphere
Refractive Index
n20/D 1.4300 (lit.)
Safety Information
Hazards
H226 - H317
Precautionary Statement
P280
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
154.1165099 g/mol
Monoisotopic Mass
154.1165099 g/mol
Topological Polar Surface Area
18.5Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
159
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113929554-A | Preparation method of hexafluoropropylene dimer with D2 structure | 2021-11-05 |
| CN-113801255-A | 5, 10-dialkyl-5, 10-dihydrophenazine polymer, preparation method and application thereof | 2021-09-09 |
| CN-113307910-A | Synthesis method of fluoropolymer rich in borate and hydroxyl | 2021-05-28 |
| CN-112928387-A | Boron-containing modified diaphragm, preparation method and application thereof, and battery containing diaphragm | 2021-01-28 |
| CN-113214247-A | Azaindole derivative marrow cell proliferation inhibitor, preparation method and application thereof in pharmacy | 2021-01-14 |
| CN-112724134-A | Azaindazole bipyridine derivative myeloid cell proliferation inhibitor, preparation method and application thereof in pharmacy | 2021-01-14 |
| CN-112608271-A | Amide derivatives and their use in the preparation of EP4 receptor antagonists | 2020-11-26 |
| CN-113896673-A | Amide derivatives as prostaglandin EP4 receptor antagonists and uses thereof | 2020-11-26 |
| CN-112266386-A | 2-chloroadenine derivative, preparation method and application | 2020-10-20 |
| WO-2022052926-A1 | Aromatic ethylene compound and preparation method therefor, and intermediate, pharmaceutical composition, and application thereof | 2020-09-09 |
