3-Cyanobenzeneboronic acid

Product Information

Molecular Formula
C7H6BNO2
Molecular Weight
146.94
Description
3-Cyanobenzeneboronic acid is a versatile organoboron compound widely utilized in the field of organic 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 synthesis of biaryl compounds. Its unique structure, featuring a cyano group attached to the benzene ring, enhances its reactivity and selectivity in various chemical transformations. Researchers value its utility in developing complex molecular architectures and exploring new synthetic pathways.
Synonyms
B-(3-Cyanophenyl)boronic Acid; (m-Cyanophenyl)boronic Acid; 3-Cyanobenzeneboronic Acid; 3-Cyanophenylboronic Acid; 3-Boronobenzonitrile; Boronic acid, B-(3-cyanophenyl)-; 3-(dihydroxyboranyl)benzonitrile; ACMC-1C8U1; 3-Cyano Phenyl Boronic Acid
IUPAC Name
(3-cyanophenyl)boronic acid
Canonical SMILES
B(C1=CC(=CC=C1)C#N)(O)O
InChI
InChI=1S/C7H6BNO2/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,10-11H
InChI Key
XDBHWPLGGBLUHH-UHFFFAOYSA-N
Boiling Point
347.4±44.0 °C (Predicted)
Melting Point
298 °C
Flash Point
Not applicable
Purity
> 98 % (HPLC)
Density
1.250±0.10 g/cm3 (Predicted)
Appearance
Pale orange powder
Storage
2-8 °C
LogP
-0.76192

Safety Information

Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, 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
1
Exact Mass
147.0491586 g/mol
Monoisotopic Mass
147.0491586 g/mol
Topological Polar Surface Area
64.2Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
175
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-114016060-A Synthetic method of phenolic compound 2021-11-23
CN-114042069-A 5-substituted pyridazine-4-amine derivative, preparation method and application 2021-10-22
CN-113831292-A Organic electron transport material containing benzimidazole and anthracene and application thereof 2021-10-13
CN-113694968-A Palladium-loaded magnetic UiO-66 ternary composite catalytic material and preparation method and application thereof 2021-09-27
CN-113444081-A Thiadiazole amide compound and application thereof 2021-07-30
CN-113307764-A Compound, electron transport material, organic electroluminescent device and display device 2021-05-08
CN-113234010-A Compound, electron transport material, organic electroluminescent device and display device 2021-05-07
CN-113045553-A Aza-aromatic compound used as electron transport material and application thereof 2021-03-30
CN-112687878-A Electrochemical device and electronic device 2020-12-25
CN-112661709-A Nitrogen-containing organic compound, and electronic element and electronic device using same 2020-12-18

Literatures

PMID Publication Date Title Journal
22111927 2011-12-22 Structure-guided evolution of potent and selective CHK1 inhibitors through scaffold morphing Journal of medicinal chemistry
18983140 2008-11-27 Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase Journal of medicinal 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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