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
Canonical 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
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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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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