| Identification | More | [Name]
4-Cyanophenylboronic acid | [CAS]
126747-14-6 | [Synonyms]
4-CYANOBENZENEBORONIC ACID
4-CYANOPHENYLBORONIC ACID
AKOS BRN-0076
CHEMBRDG-BB 3200965
P-CYANOPHENYLBORONIC ACID
RARECHEM AH PB 0209
4-Boronobenzonitrile~4-Cyanophenylboronic acid
Boronic acid, (4-cyanophenyl)-(9CI)
4-Boronobenzonitrile
PARACYANOPHENYLBORONIC ACID
4-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
4-Cyanophenylboronic acid ,98% | [Molecular Formula]
C7H6BNO2 | [MDL Number]
MFCD01318968 | [Molecular Weight]
146.94 | [MOL File]
126747-14-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellow powder | [Melting point ]
>350 °C (lit.) | [Boiling point ]
355.9±44.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [storage temp. ]
0-60°C | [solubility ]
DMSO, Methanol (Slightly) | [form ]
Powder | [pka]
7.38±0.10(Predicted) | [color ]
White to yellow | [Usage]
Intermediates of Liquid Crystals | [Detection Methods]
HPLC | [BRN ]
6593772 | [CAS DataBase Reference]
126747-14-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN3439 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29319099 |
| Questions And Answer | Back Directory | [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
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| Hazard Information | Back Directory | [Chemical Properties]
white to yellow powder | [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 | [Uses]
suzuki reaction |
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