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
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 |
