4-Formylphenylboronic acid
Product Information
Molecular Formula
C7H7BO3
Molecular Weight
149.94
Description
4-Formylphenylboronic acid is a versatile compound widely utilized in organic synthesis and molecular chemistry. Known for its ability to form stable covalent bonds with diols, it plays a crucial role in Suzuki-Miyaura cross-coupling reactions, facilitating the formation of carbon-carbon bonds. The compound's unique structural properties make it an essential building block in the creation of complex organic molecules. Its application extends to the development of functional materials and advanced chemical research, showcasing its importance in modern biochemical studies.
Synonyms
Boronic acid, (4-formylphenyl)-; 4-Boronobenzaldehyde; p-formylphenylboronic acid; MFCD00151823; 4-benzaldehyde boronic acid; 4-(Dihydroxyboryl)benzaldehyde; CHEMBL140254
IUPAC Name
(4-formylphenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)C=O)(O)O
InChI
InChI=1S/C7H7BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5,10-11H
InChI Key
VXWBQOJISHAKKM-UHFFFAOYSA-N
Boiling Point
347.6±44.0 °C (Predicted)
Melting Point
237-242 °C
Flash Point
Not applicable
Purity
95 %
Density
1.240±0.10 g/cm3 (Predicted)
Solubility
Slightly Soluble in Water
Appearance
White to yellowish crystal powder
Storage
2-8 °C
LogP
-0.82110
Safety Information
Hazards
H317
Precautionary Statement
P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Exact Mass
150.0488242 g/mol
Monoisotopic Mass
150.0488242 g/mol
Topological Polar Surface Area
57.5Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
130
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-114045082-A | Composite coating with self-repairing, air-permeable and wear-resistant properties, and preparation method and application thereof | 2021-12-14 |
| CN-113896651-A | Synthesis method of dominant malachite green hapten and application of hapten | 2021-12-06 |
| CN-113896651-B | Synthesis method of dominant malachite green hapten and application of hapten | 2021-12-06 |
| CN-114133386-A | Silver ion complexing agent, preparation method and method for directly converting silver ions in wastewater into antibacterial material | 2021-11-30 |
| CN-113896736-A | Aryl-substituted spirooxazine photochromic compound and preparation method and application thereof | 2021-11-18 |
| CN-114106943-A | Multienzyme cleaning agent and processing equipment thereof | 2021-11-08 |
| CN-113956274-A | Design and synthesis method of fluorescent probe capable of responding to viscosity and peroxynitrite change in epileptic diseases | 2021-10-29 |
| CN-113845646-A | Dual-functionalized conjugated microporous polymer based on pyrimidine and cyano, and preparation method and application thereof | 2021-10-20 |
| CN-113999217-A | Novel compound, preparation method and application of novel compound as co-sensitizer | 2021-10-19 |
| CN-114181716-A | Gas response type Pickering emulsifier, preparation method and application in Suzuki reaction | 2021-10-19 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21431183 | 2011-05-07 | Synthesis of tri-substituted biaryl based trianglimines: formation of C3-symmetrical and non-symmetrical regioisomers | Organic & biomolecular chemistry |
| 20710065 | 2010-08-11 | Phenylboronic-acid-based carbohydrate binders as antiviral therapeutics: monophenylboronic acids | Antiviral chemistry & chemotherapy |
| 20502601 | 2010-03-11 | Efficient and improved synthesis of Telmisartan | Beilstein journal of organic chemistry |
| 17537249 | 2007-05-30 | A convenient catalyst system for microwave accelerated cross-coupling of a range of aryl boronic acids with aryl chlorides | Beilstein journal of organic chemistry |
| 16848408 | 2006-07-01 | Chitosan-pentaglycine-phenylboronic acid conjugate: a potential colon-specific platform for calcitonin | Bioconjugate chemistry |
| 16099661 | 2005-12-15 | Dicationic near-linear biphenyl benzimidazole derivatives as DNA-targeted antiprotozoal agents | Bioorganic & medicinal chemistry |
| 12375944 | 2002-10-18 | An exceptional red shift of emission maxima upon fluorine substitution | The Journal of organic chemistry |
| 11740104 | 2001-12-01 | Space-group revision for 4-formylphenylboronic acid | Acta crystallographica. Section C, Crystal structure communications |
