521418

4-Cyanophenylboronic acid

≥95%

• 동의어(들): (p-Cyanophenyl)boronic acid, 4-Cyanobenzeneboronic acid, 4-Cyanophenylboric acid
• Linear Formula: NCC₆H₄B(OH)₂
• CAS Number: 126747-14-6
• Molecular Weight: 146.94
• MDL number: MFCD01318968
• UNSPSC 코드: 12352103
• PubChem Substance ID: 24874205
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: ≥95%
• mp: >350 °C (lit.)
• 작용기: nitrile
• SMILES string: OB(O)c1ccc(cc1)C#N
• InChI: 1S/C7H6BNO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,10-11H
• InChI key: CEBAHYWORUOILU-UHFFFAOYSA-N

설명

애플리케이션

4-Cyanophenylboronic acid can be used as a reactant in:

• Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.[1]
• Ruthenium catalyzed direct arylation of benzylic sp³ carbons of acyclic amines with arylboronates.[2]
• Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.[3]
• Ferric perchlorate-promoted reaction of fullerenes with various arylboronic acids to give fullerenyl boronic esters.[4]
• Phosphine-free Suzuki-Miyaura cross-coupling.[5]
• Palladacycles as effective catalysts for multicomponent reaction with allylpalladium-intermediates.[6]
• Chan-Lam-type Cu-catalyzed S-arylation of thiols.[7]
• Regioselective cross-coupling reactions under modfied Suzuki and Still cross-coupling reactions with copper catalysis.[8]
• Metal-free biaryl coupling reaction in the presence of dimethyl carbonate as a solvent.[9]
• Suzuki-type cross-coupling reaction with pentavalent triarylantimony diacetates in the absence of a base.[10]

It can also be used to prepare:

• Himbacine analogs as thrombin receptor antagonists and potential antiplatelet agents.[11]
• Trisulfonated calixarene upper-rim sulfonamido and their complexation with trimethyllysine epigenetic mark.[12]
• Antimalarial compounds via Suzuki cross-coupling.[13]
• Deoxyuridine derivatives.[1]

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

기타 정보

Contains varying amounts of anhydride

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319,H335
• 예방조치 성명서: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• 표적 기관: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)