All Photos(1)
Synonym(s):
(m-Cyanophenyl)boronic acid, 3-Cyanobenzeneboronic acid
Linear Formula:
NCC6H4B(OH)2
CAS Number:
Molecular Weight:
146.94
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥95.0%
mp
298 °C (dec.) (lit.)
SMILES string
OB(O)c1cccc(c1)C#N
InChI
1S/C7H6BNO2/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,10-11H
InChI key
XDBHWPLGGBLUHH-UHFFFAOYSA-N
Related Categories
Application
3-Cyanophenylboronic acid can be used:
- As an intermediate in the synthesis of piperidine-based MCH R1 antagonists.
- As a substrate in the Suzuki coupling reactions to prepare 4-aryl-1,8-naphthyridin-2(1H)-ones.
- As an intermediate in the synthesis of biaryl-based phenylalanine amino acid analogs, which are used as kainate receptors ligands.
- To prepare phenylimidazole-based Ir(III) complexes for phosphorescent blue OLED applications.
Other Notes
Contains varying amounts of anhydride
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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A convenient synthesis of 4-aryl-1, 8-naphthyridin-2 (1H)-ones by the Suzuki coupling
Ban H, et al.
Tetrahedron Letters, 44(32), 6021-6023 (2003)
Synthesis and structure-activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists
Wu W-L, et al.
Bioorganic & medicinal chemistry letters, 16(14), 3668-3673 (2006)
Design, synthesis and structure-activity relationships of novel phenylalanine-based amino acids as kainate receptors ligands
Szyma'nska E, et al.
Bioorganic & Medicinal Chemistry Letters, 26(22), 5568-5572 (2016)
Functionalized phenylimidazole-based facial-homoleptic iridium (III) complexes and their excellent performance in blue phosphorescent organic light-emitting diodes
Kwon Y, et al.
Journal of Material Chemistry C, 6(16), 4565-4572 (2018)
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