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
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 |
| CN-113979939-A | Synthesis method and application of 2-arylquinoline-4-carboxylic ester | 2021-09-12 |
| CN-113861188-A | Pyrazolo [3,4-b ] pyridine derivative, preparation method thereof and application thereof as HPK1 inhibitor | 2021-08-23 |
| CN-113388363-A | Self-healing adhesive layer oil and preparation method thereof | 2021-07-19 |
| CN-113200986-A | Preparation method of ibrutinib intermediate | 2021-04-29 |
| CN-113200987-A | Preparation method of ibrutinib | 2021-04-29 |
| 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 |
