4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

• ChemBase ID: 12383
• Molecular Formular: C12H18BNO2
• Molecular Mass: 219.08782
• Monoisotopic Mass: 219.14305922
• SMILES: B1(OC(C(O1)(C)C)(C)C)c1ccc(cc1)N
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1ccc(cc1)N
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• IUPAC Traditional name: 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• Synonyms: 4-Aminophenylboronic acid pinacol ester; 2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 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; 4-Aminophenylboronic acid pinacol ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline; 4-Aminophenylboronic acid pinacol ester; 4-Aminobenzeneboronic acid pinacol ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline; 4-Aminobenzeneboronic acid, pinacol ester; 4-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)苯胺; 对氨基苯硼酸频哪醇酯; 4-氨基苯硼酸频哪醇酯

Database IDs

• CAS Number: 214360-73-3
• MDL Number: MFCD02093721
• PubChem SID: 160975690; 24874043
• PubChem CID: 2734620

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1154773
• LogD (pH = 7.4): 3.1171782
• Log P: 3.1172
• Molar Refractivity: 60.4135 cm^3
• Polarizability: 25.14319 Å^3
• Polar Surface Area: 44.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 165-169 °C(lit.); 165-169°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C12H18BNO2

DETAILS

Sigma Aldrich - 518751

Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling reactions1
• Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine2
• Rhodium-catalyzed amination reactions3
• Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds4 Reagent used in Preparation of
• Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system5
• Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors6
• Alternating copolymers of oligoarylenes and naphthalene bisimides as low band gap semiconductors with electrochemical and spectroelectrochemical behavior7
• γ-secretase modulators in the treatment of Amyloid β formation8