513016
3-Cyanophenylboronic acid
≥95.0%
Synonym(s):
(m-Cyanophenyl)boronic acid, 3-Cyanobenzeneboronic acid
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About This Item
Linear Formula:
NCC6H4B(OH)2
CAS Number:
Molecular Weight:
146.94
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
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
Storage Class Code
11 - Combustible Solids
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)
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