4-Methylbenzeneboronic Acid
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BPM-321444 | 1 kg | $319 | In stock |
Product Information
Molecular Formula
C7H9O2B
Molecular Weight
135.96
Description
Reagent used for: Palladium (Pd)-catalyzed direct arylation; Direct Palladium(II)-Catalyzed Synthesis; Palladium-catalyzed arylation by Suzuki-Miyaura cross-coupling in water; Cyclopalladation; Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence; Ruthenium catalyzed direct arylation; Rhodium-catalyzed asymmetric conjugate addition; Ligand-free copper-catalyzed cross-coupling reactions; Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions; Ligand-free Suzuki, Sonogashira, and Heck cross-coupling reactionsReagent used in Preparation of; Catalysts for Suzuki-Miyaura cross-coupling of aryl bromides; Recyclable Palladium nanoparticle catalysts immobilized by click ionic copolymers as for Suzuki-Miyaura cross-coupling reactions in water.
Synonyms
(4-methylphenyl)boronic acid; (4-methylphenyl)boronic acid
IUPAC Name
(4-methylphenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)C)(O)O
InChI
InChI=1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3
InChI Key
BIWQNIMLAISTBV-UHFFFAOYSA-N
Boiling Point
275.2 °C / 760 mmHg
Melting Point
256-263 °C (lit.)
Flash Point
Not applicable
Purity
97 %
Density
0.911 g/cm3
Storage
Keep in dark place. Sealed in dry. Room temperature.
LogP
-0.32520
Safety Information
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
2
Rotatable Bond Count
1
Exact Mass
136.0695597 g/mol
Monoisotopic Mass
136.0695597 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
97.8
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-114031475-A | Bromine simple substance-promoted extremely-low-dose palladium-catalyzed water-phase Suzuki coupling reaction method | 2021-12-24 |
| CN-114106056-A | Metal organic light-emitting material and application thereof in OLED device | 2021-12-02 |
| CN-113968824-A | 2,3, 5-trisubstituted pyrazine compound and preparation method and application thereof | 2021-11-29 |
| CN-114106050-A | Tight chiral environment biphenyl-phenanthrene framework chiral phosphoric acid and preparation method and application thereof | 2021-11-29 |
| 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-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-113845550-A | Flexible large-steric-hindrance N-heterocyclic carbene palladium complex containing halogenated benzene ring, and preparation method and application thereof | 2021-09-27 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22509992 | 2012-05-04 | Direct palladium(II)-catalyzed synthesis of arylamidines from aryltrifluoroborates | Organic letters |
| 22225633 | 2012-02-01 | Design and synthesis of boronic acid inhibitors of endothelial lipase | Bioorganic & medicinal chemistry letters |
| 21510615 | 2011-05-20 | Anthranilamide: a simple, removable ortho-directing modifier for arylboronic acids serving also as a protecting group in cross-coupling reactions | Organic letters |
| 20594849 | 2010-08-01 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
| 20354619 | 2010-04-21 | Palladium complexes with a tridentate PNO ligand. Synthesis of eta1-allyl complexes and cross-coupling reactions promoted by boron compounds | Dalton transactions (Cambridge, England : 2003) |
| 16808516 | 2006-07-07 | Pyridyl-supported pyrazolyl-N-heterocyclic carbene ligands and the catalytic activity of their palladium complexes in Suzuki-Miyaura reactions | The Journal of organic chemistry |
| 11924546 | 2002-03-01 | 1H and 11B NMR study of p-toluene boronic acid and anhydride | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry |
| 11418053 | 2001-06-28 | Copper-catalyzed coupling of arylboronic acids and amines | Organic letters |
