4-Cyanophenylboronic acid
ALDRICH/521418 - ≥95%
Synonym: (p-
CAS Number: 126747-14-6
Empirical Formula (Hill Notation): C7H6BNO2
Molecular Weight: 146.94
MDL Number: MFCD01318968
Linear Formula: NCC6H4B(OH)2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: 521418-10G
This image depicts SKU: 521418-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 521418-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 521418-1G
| assay | ≥95% |
| InChI | 1S/C7H6BNO2/c9-5-6-1-3-7( |
| InChI key | CEBAHYWORUOILU-UHFFFAOYSA |
| mp | >350 °C (lit.) |
| SMILES string | OB(O)c1ccc(cc1)C#N |
| Application: | 4-Cyanophenylboronic acid can be used as a reactant in: • Palladium-catalyzed Suzuki-Miyaura cross-coupling in water. • Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates. • Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids. • Ferric perchlorate-promoted reaction of fullerenes with various arylboronic acids to give fullerenyl boronic esters. • Phosphine-free Suzuki-Miyaura cross-coupling. • Palladacycles as effective catalysts for multicomponent reaction with allylpalladium-intermedia • Chan-Lam-type Cu-catalyzed S-arylation of thiols. • Regioselective cross-coupling reactions under modfied Suzuki and Still cross-coupling reactions with copper catalysis. • Metal-free biaryl coupling reaction in the presence of dimethyl carbonate as a solvent. • Suzuki-type cross-coupling reaction with pentavalent triarylantimony diacetates in the absence of a base. It can also be used to prepare: • 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. • Deoxyuridine derivatives. |
| Application: | Reactant involved in: • Oxidative hydroxylation • Trifluoromethylation • 1,4-Addition reactions Precursor in the synthesis of inhibitors such as: • Tpl2 kinase inhibitors • P2X7 antagonists used in the treatment of pain |
| Other Notes: | Contains varying amounts of anhydride |
| Packaging: | 1 g in glass bottle |
| Packaging: | 10 g in poly bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% |
| mp | >350 °C (lit.) |
| UNSPSC | 12352103 |