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513016

Sigma-Aldrich

3-Cyanophenylboronic acid

≥95.0%

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Synonym(s):
(m-Cyanophenyl)boronic acid, 3-Cyanobenzeneboronic acid
Linear Formula:
NCC6H4B(OH)2
CAS Number:
Molecular Weight:
146.94
MDL number:
PubChem Substance ID:

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

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A71751436836521396
3-Cyanophenylboronic acid ≥95.0%

513016

3-Cyanophenylboronic acid

2-Thienylboronic acid ≥95.0%

436836

2-Thienylboronic acid

2-Cyanophenylboronic acid ≥95.0%

521396

2-Cyanophenylboronic acid

mp

298 °C (dec.) (lit.)

mp

≥300 °C

mp

138-140 °C (lit.)

mp

240 °C (dec.) (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

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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)
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)
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)

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