4-Formylphenylboronic acid

Product Information

Molecular Formula:
C7H7BO3
Molecular Weight:
149.94
Description
Reagent used for: Palladium-catalyzed arylation 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 Reagent used in Preparation of; Sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells; A novel protein synthesis inhibitor active against Gram-positive bacteria.
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
Canonical 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 ℃ (Predicted)
Melting Point
237-242 ℃
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 ℃
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

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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
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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
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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