trans-Styrylboronic Acid Pinacol Ester

Product Information

Molecular Formula:
C14H19O2B
Molecular Weight:
230.11
Description
Reactant for: Oxidative coupling reactions catalyzed by areneruthenium; Cycloaddition reactions; Preparation of allyl vinyl ethers via Cu-catalyzed coupling with alcohols; Preparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitors; Diastereoselective addition to zincated hydrazones and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophiles; Regioselective and stereoselective Pd-catalyzed chelate-controlled intermolecular oxidative Heck reactions.
Synonyms
4,4,5,5-tetramethyl-2-[(E)-2-phenylethenyl]-1,3,2-dioxaborolane; 4,4,5,5-tetramethyl-2-[(E)-2-phenylethenyl]-1,3,2-dioxaborolane
IUPAC Name
4,4,5,5-tetramethyl-2-[(E)-2-phenylethenyl]-1,3,2-dioxaborolane
Canonical SMILES
B1(OC(C(O1)(C)C)(C)C)C=CC2=CC=CC=C2
InChI
InChI=1S/C14H19BO2/c1-13(2)14(3,4)17-15(16-13)11-10-12-8-6-5-7-9-12/h5-11H,1-4H3/b11-10+
InChI Key
ARAINKADEARZLZ-ZHACJKMWSA-N
Boiling Point
128 °C / 4 mmHg
Melting Point
27-33 °C (lit.)
Flash Point
Not applicable
Density
0.99 g/cm3
Appearance
Light yellow viscous
LogP
3.33120

Safety Information

Precautionary Statement
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
230.1478100 g/mol
Monoisotopic Mass
230.1478100 g/mol
Topological Polar Surface Area
18.5Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
275
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-113717396-A Copper (I) -based covalent metal organic framework material for catalyzing hydroboration reaction of alkyne and preparation method thereof 2021-09-02
CN-113717396-B Copper (I) -based covalent metal organic framework material for catalyzing hydroboration reaction of alkyne and preparation method thereof 2021-09-02
WO-2022052886-A1 Cd73 inhibitor and application thereof in medicine 2020-09-08
WO-2022037568-A1 Bicyclic compounds, compositions and use thereof 2020-08-17
CN-111943967-A Method for synthesizing alkenyl borate compound 2020-08-14
WO-2021239558-A1 Pyrazolo[1,5-a]pyrimidine derivatives having multimodal activity against pain 2020-05-27
CN-111217693-A method for preparing a, β -unsaturated carboxylic acid by reacting alkenyl boron compound catalyzed by cuprous halide with carbon dioxide 2020-02-19
WO-2021007477-A1 Indazoles and azaindazoles as lrrk2 inhibitors 2019-07-11
TW-202116754-A Indazoles and azaindazoles as lrrk2 inhibitors 2019-07-11
WO-2021003295-A1 Modulators of hsd17b13 and methods of use thereof 2019-07-02
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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