4-Cyanophenylboronic acid Chemical Properties

Melting point:

>350 °C (lit.)

Boiling point:

355.9±44.0 °C(Predicted)

Density 

1.25±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO, Methanol (Slightly)

pka

7.38±0.10(Predicted)

form 

Powder

color 

White to yellow

BRN 

6593772

CAS DataBase Reference

126747-14-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-37/39-26-36

RIDADR 

UN3439

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29163990

MSDS

• Language:English Provider:4-Cyanophenylboronic acid
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4-Cyanophenylboronic acid Usage And Synthesis

Description

4-Cyanophenylboronic acid can be used for palladium catalyzed Suzuki cross-coupling reactions to synthesize 6-acryl-2,4-diamino-pyrimidines and triazines. It is used as precursor in the synthesis of inhibitors such as Tpl2 kinase inhibitors and P2X7 antagonists used in the treatment of pain. It is also a reagent used for preparation of himbacine analogs as thrombin receptor antagonists and potential antiplatelet agents, trisulfonated calixarene upper-rim sulfonamido and their complexation with trimethyllysine epigenetic mark, antimalarial compounds via Suzuki cross-coupling, and deoxyuridine derivatives.

Reference

• G. Cooke, H. A. de Cremiers, V. M. Rotello, B. Tarbit, P. E. Vandersträten, Synthesis of 6-aryl-2,4-diamino-pyrimidines and triazines using palladium catalysed Suzuki cross-coupling reactions, Tetrahedron, 2001, vol. 57, pp. 2787-2789
• N. Ni, H. Chou, J. Wang, M. Li, C. Lu, P. C. Tai, B. Wang, Identification of boronic acids as antagonists of bacterial quorum sensing in Vibrio harveyi, Biochemical and Biophysical Research Communications, 2008, vol. 369, pp. 590-594

Chemical Properties

white to yellow powder

Uses

suzuki reaction

Uses

4-Cyanophenylboronic Acid is a reactant used in the synthesis of (AMG-8718), an inhibitor of β-site amyloid precursor protein cleaving enzyme (BACE1).

Uses

Intermediates of Liquid Crystals

4-Cyanophenylboronic acid(126747-14-6)Related Product Information

• 4-Aminophenylboronic acid
• PHENYLMERCURIC BORATE
• 4-Tolylboronic acid
• Methyl 4-cyanobenzoate
• 4-Hydroxyphenylboronic acid
• 3,5-Dimethylphenylboronic acid
• Phenylboronic acid
• Phenethylboronic acid
• 5-FLUORO-4-IODO-1H-PYRROLO[2,3-B]PYRIDINE
• 3,6-Dichloro-4-methylpyridazine
• Methyl 7-azaindole-6-carboxylate
• methyl 6‐bromo‐2‐oxo‐2,3‐dihydro‐1h‐indole‐4‐carboxylate
• 4-AMINO-1-[(2,4-DIMETHOXYPHENYL)METHYL]PYRROLIDIN-2-ONE
• 4-(TERT-BUTOXYCARBONYL)PHENYLBORONIC ACID
• 6-Chloro-5-fluoro-7-azaindole
• 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE
• 7-BroMo-2-(Methylthio)pyrrolo[1,2-f][1,2,4]triazine
• 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one