431966
4-Formylphenylboronic acid
≥95.0%
Synonym(s):
4-(Dihydroxyboryl)benzaldehyde, 4-Boronobenzaldehyde, 4-Formylbenzeneboronic acid, p-Formylbenzeneboronic acid, p-Formylphenylboronic acid
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Linear Formula:
HCOC6H4B(OH)2
CAS Number:
Molecular Weight:
149.94
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3030770
Assay:
≥95.0%
InChI
1S/C7H7BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5,10-11H
SMILES string
OB(O)c1ccc(C=O)cc1
InChI key
VXWBQOJISHAKKM-UHFFFAOYSA-N
assay
≥95.0%
mp
237-242 °C (lit.)
functional group
aldehyde
Quality Level
Application
4-Formylphenylboronic acid is a substrate for Suzuki cross-coupling reactions and it can be used as a reagent for:
- Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.
- Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides.
- Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
- Triethylamine-catalyzed three-component Hantzsch condensations.
- Copper-catalyzed nitrations.
- Oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta.
- Palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides.
- Palladium-catalyzed aerobic oxidative cross-coupling reactions.
- The synthesis of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells.
- The synthesis of a novel protein synthesis inhibitor active against Gram-positive bacteria.
- The Suzuki aryl-aryl coupling of the upper rim of hexahomotrioxacalix[3]arene.
- A rhodium-catalyzed cyclization, converting 1,5-enynes to cyclopentenes and spiro-cyclopentenes.
Other Notes
Contains varying amounts of anhydride
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
A new and simple synthetic approach to functionalized sulphone derivatives by the Suzuki-Miyaura cross-coupling reaction
Kotha S and Ghosh AK
Indian J. Chem. B, 45(1), 227-231 (2006)
Nora R Eibergen et al.
Chembiochem : a European journal of chemical biology, 13(4), 574-583 (2012-03-01)
In an effort to identify novel antibacterial chemotypes, we performed a whole-cell screen for inhibitors of Staphylococcus aureus growth and pursued those compounds with previously uncharacterized antibacterial activity. This process resulted in the identification of a benzothiazolium salt, ABTZ-1, that
Shi-En Chen et al.
Analytica chimica acta, 1124, 40-51 (2020-06-15)
Glucosylsphingosine (GlcS) in plasma is considered to be a reliable biomarker of Gaucher disease. The detection difficulty of GlcS is that it is difficult to achieve simultaneous separation and quantification with its isomer galactosylsphingosine (GalS), a biomarker of Krabbe disease.
Suzuki Coupling at the 2-Position of Densely Functionalized Pyrimidones
Colarusso, Stefania; et al.
Synthesis, 8, 1343-1350 (2006)
Caroline E Paul et al.
Chemical communications (Cambridge, England), 48(27), 3303-3305 (2012-02-24)
The first report of a biocatalytic regioselective oxidative mono-cleavage of dialkenes was successfully achieved employing a cell-free enzyme preparation from Trametes hirsuta at the expense of molecular oxygen. Selected reactions were performed on a preparative scale affording high to excellent
Related Content
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service