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
Canonical 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
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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