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

• ChemBase ID: 74663
• Molecular Formular: C12H18BNO2
• Molecular Mass: 219.08782
• Monoisotopic Mass: 219.14305922
• SMILES: O1C(C)(C(OB1c1c(cccc1)N)(C)C)C
• Canonical SMILES: Nc1ccccc1B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-7-5-6-8-10(9)14/h5-8H,14H2,1-4H3
• InChIKey: ZCJRWQDZPIIYLM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 191171-55-8
• MDL Number: MFCD02179448
• Beilstein Number: 8548809
• PubChem SID: 162039582; 24880867
• PubChem CID: 2734652

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1159513
• LogD (pH = 7.4): 3.1171842
• Log P: 3.1172
• Molar Refractivity: 60.4135 cm^3
• Polarizability: 25.144579 Å^3
• Polar Surface Area: 44.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 63-68 °C(lit.); 63-68°C; 65-70°C

Safety Information

• Storage Warning: Air Sensitive; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 576557

Packaging
1, 5 g in glass bottle
Application
Reactant involved in synthesis of:
• Indolo[3,4-cd][1]benzazepines via Pictet-Spengler-type cyclizations1
• Antimicrobial amphiphilic aryl peptideomimetics2
• Pyridoquinazolines and benzo[h][1,6]naphthyridines via intramolecular electrophilic substitution reactions3
• Thienopyridine derivatives4
• Dihydroquinolones5
• Methacrylamidophenylboronic acids6