4-Methoxyphenylboronic Acid
Product Information
Molecular Formula
C7H9O3B
Molecular Weight
151.96
Description
Reagent used for: Suzuki-Miyaura cross-coupling reactions ; Pd-catalyzed direct arylation ; Highly effective synthesis using palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water ; Palladium-catalyzed stereoselective Heck-type reaction ; Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence ; Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides ; Ruthenium catalyzed direct arylation ; Rh-catalyzed asymmetric conjugate addition ; Ligand-free copper-catalyzed coupling Reagent used in Preparation of; Palladium(II) thiocarboxamide complexes as Suzuki coupling catalyst ; Push-pull arylvinyldiazine chromophores with photophysical properties.
Synonyms
(4-methoxyphenyl)boronic acid; (4-methoxyphenyl)boronic acid
IUPAC Name
(4-methoxyphenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)OC)(O)O
InChI
InChI=1S/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
InChI Key
VOAAEKKFGLPLLU-UHFFFAOYSA-N
Boiling Point
306.8 °C at 760 mmHg
Melting Point
204-206 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.17 g/cm3
LogP
-0.62500
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, 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
2
Exact Mass
152.0644743 g/mol
Monoisotopic Mass
152.0644743 g/mol
Topological Polar Surface Area
49.7Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
110
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-114149307-A | Bromopyrene intermediate and derivative, preparation method and application thereof | 2021-12-07 |
| CN-113996299-A | Titanium-based copper nano heterogeneous catalyst material and preparation method and application thereof | 2021-11-30 |
| CN-114016060-A | Synthetic method of phenolic compound | 2021-11-23 |
| CN-114149298-A | Method for preparing biaryl compound from arylboronic acid by using hydrazone catalyst | 2021-11-22 |
| CN-114085184-A | Biphenyl derivative containing cyclopropane structure and preparation method and application thereof | 2021-11-17 |
| CN-113929635-A | 1, 6-diphenyl-1H-benzo [ d ] [1,2,3] triazole compound and preparation method and application thereof | 2021-11-09 |
| CN-113788846-A | Tricyclic thiazolo [5,4-d ] pyrimidone derivative and application thereof | 2021-10-27 |
| CN-114181716-A | Gas response type Pickering emulsifier, preparation method and application in Suzuki reaction | 2021-10-19 |
| CN-113860980-A | Method for preparing arylamine compound by photoinduced reduction C-N coupling reaction | 2021-10-11 |
| CN-113735738-A | Method for preparing anisyl nitrile | 2021-09-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22374879 | 2012-04-10 | Gold- and silver-catalyzed reactions of propargylic alcohols in the presence of protic additives | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 21265538 | 2011-03-04 | A general procedure for the synthesis of enones via gold-catalyzed Meyer-Schuster rearrangement of propargylic alcohols at room temperature | The Journal of organic chemistry |
| 20977261 | 2010-11-19 | Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions | Organic letters |
| 20594849 | 2010-08-01 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
| 20699576 | 2010-01-01 | Improved syntheses of morinol C and D by employing Mizoroki-Heck reaction and their cytotoxic and antimicrobial activities | Bioscience, biotechnology, and biochemistry |
| 21378917 | 2009-09-01 | Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones | Nature chemistry |
| 18983140 | 2008-11-27 | Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase | Journal of medicinal chemistry |
| 16153749 | 2005-12-01 | Synthesis of 2,6-diphenylpyrazine derivatives and their DNA binding and cytotoxic properties | European journal of medicinal chemistry |
| 12160390 | 2002-08-12 | Tetraarylpentaborates, [B(5)O(6)Ar(4)](-) (Ar = C(6)H(4)OMe-4, C(6)H(3)Me(2)-2,6): their formation from the reaction of arylboronic acids with an aryloxorhodium complex, structure, and chemical properties | Inorganic chemistry |
