Phenylboronic Acid Pinacol Ester

Product Information

Molecular Formula:
C12H17O2B
Molecular Weight:
204.07
Description
Phenylboronic acid pinacol ester can be used: To prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate; As a substrate in the study of Suzuki-Miyaura coupling of various aryl iodides over SiliaCat Pd(0).
Synonyms
4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane; 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane
IUPAC Name
4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane
Canonical SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2
InChI
InChI=1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
InChI Key
KKLCYBZPQDOFQK-UHFFFAOYSA-N
Boiling Point
282.1 °C at 760 mmHg
Melting Point
27-31 °C (lit.)
Flash Point
224.6 °F - closed cup
Purity
97 %
Density
0.99 g/cm3
LogP
1.98580

Safety Information

Hazards
H302 - H315 - H319 - H335
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
204.1321599 g/mol
Monoisotopic Mass
204.1321599 g/mol
Topological Polar Surface Area
18.5Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
216
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

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CN-113730577-A Schiff base water gel material with phenylboronic acid grafted on side chain and active oxygen eliminating function and preparation method thereof 2021-09-07
CN-113444038-A 2-aryl isonicotinic acid amide LSD1/HDAC double-target inhibitor, and preparation method and application thereof 2021-07-07
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Literatures

PMID Publication Date Title Journal
20694490 2010-11-01 Boronated phosphonium salts containing arylboronic acid, closo-carborane, or nido-carborane: synthesis, X-ray diffraction, in vitro cytotoxicity, and cellular uptake Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry
4991 1976-02-01 A simplified assay of 4-methyl sterol oxidase of liver microsomes Analytical biochemistry
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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