4-Phenoxyphenylboronic Acid

Product Information

Molecular Formula:
C12H11O3B
Molecular Weight:
214.02
Description
4-Phenoxyphenylboronic Acid (CAS# 51067-38-0) is an intermediate used to prepare biphenyl derivatives of nitotrifluoromethoxybenzyloxydihydroimidazooxazines with antitubercular activity. It is also used in the synthesis of pyrrolo pyrimidines as potent inhibitors of Lck kinase.
Synonyms
(4-phenoxyphenyl)boronic acid; (4-phenoxyphenyl)boronic acid
IUPAC Name
(4-phenoxyphenyl)boronic acid
Canonical SMILES
B(C1=CC=C(C=C1)OC2=CC=CC=C2)(O)O
InChI
InChI=1S/C12H11BO3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9,14-15H
InChI Key
KFXUHRXGLWUOJT-UHFFFAOYSA-N
Boiling Point
377 °C at 760 mmHg
Melting Point
141-145 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.23 g/cm3
LogP
1.15870

Safety Information

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
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Exact Mass
214.0801244 g/mol
Monoisotopic Mass
214.0801244 g/mol
Topological Polar Surface Area
49.7Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
196
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-113880714-A Synthesis method of carbonyl alpha-position monomethyl substituted compound 2021-09-30
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CN-113861188-A Pyrazolo [3,4-b ] pyridine derivative, preparation method thereof and application thereof as HPK1 inhibitor 2021-08-23
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CN-112851671-A 4-substituted pyrido [2,3-d ] pyrimidine-7-ketone compound and preparation method and application thereof 2021-02-08
CN-112939971-A Coumarin compound and preparation method and application thereof 2021-02-08
CN-112772662-A Application of small molecular compound in promoting plant growth and development 2021-01-13
CN-112772662-B Application of small molecular compound in promoting plant growth and development 2021-01-13

Literatures

PMID Publication Date Title Journal
21936546 2011-11-04 Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors The Journal of organic chemistry
19731939 2009-10-08 Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors Journal of medicinal chemistry
18983142 2008-12-11 Discovery and development of fatty acid amide hydrolase (FAAH) inhibitors Journal of medicinal chemistry
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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