518751

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-anilin

97%

• Synonym(e): 2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine, 4-Aminophenylboronic acid, pinacol cyclic ester
• Empirische Formel (Hill-System): C₁₂H₁₈BNO₂
• CAS-Nummer: 214360-73-3
• Molekulargewicht: 219.09
• MDL-Nummer: MFCD02093721
• UNSPSC-Code: 12352103
• PubChem Substanz-ID: 24874043
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• mp (Schmelzpunkt): 165-169 °C (lit.)
• SMILES String: CC1(C)OB(OC1(C)C)c2ccc(N)cc2
• InChI: 1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3
• InChIKey: ZANPJXNYBVVNSD-UHFFFAOYSA-N

Beschreibung

Anwendung

4-Aminophenylboronic acid pinacol ester can be used as a reagent for:

• The preparation of substituted 3-phenyl-4H-1-benzopyran-4-ones by reacting with iodochromones via Pd catalyzed Suzuki-Miyaura cross-coupling reaction.
• Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine.
• Rhodium-catalyzed amination reactions.
• Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds.

It can also be used to prepare:

• Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system.
• Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors.
• Alternating copolymers of oligoarylenes and naphthalene bisimides as low band-gap semiconductors with electrochemical and spectroelectrochemical behavior.
• γ-secretase modulators in the treatment of amyloid β formation.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves