ethyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

• ChemBase ID: 75152
• Molecular Formular: C15H21BO4
• Molecular Mass: 276.13584
• Monoisotopic Mass: 276.15328955
• SMILES: O=C(c1ccc(cc1)B1OC(C(O1)(C)C)(C)C)OCC
• Canonical SMILES: CCOC(=O)c1ccc(cc1)B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C15H21BO4/c1-6-18-13(17)11-7-9-12(10-8-11)16-19-14(2,3)15(4,5)20-16/h7-10H,6H2,1-5H3
• InChIKey: NCVIYKCFTYSAGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• IUPAC Traditional name: ethyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• Synonyms: 4-Carboethoxyphenylboronic acid pinacol ester; Ethyl 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate; 4-Ethoxycarbonylphenylboronic acid pinacol ester; Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate; 4-(4,4,5,5-四甲基-1,3,2-二氧硼戊烷-2-基)苯甲酸乙酯; 4-碳乙氧基苯硼酸频哪醇酯; 4-乙氧羰基苯硼酸频哪醇酯

Database IDs

• CAS Number: 195062-62-5
• MDL Number: MFCD03453659
• PubChem SID: 24874627; 162040070
• PubChem CID: 2734618

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.3905
• LogD (pH = 7.4): 4.3905
• Log P: 4.3905
• Molar Refractivity: 72.487 cm^3
• Polarizability: 30.2592 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 330 °C(lit.)
• Flash Point: >110 °C; >230 °F
• Density: 1.052 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%
• Empirical Formula (Hill Notation): C15H21BO4

DETAILS

Sigma Aldrich - 527564

Analysis Note
Reactant for:
• Oxidative Heck cross-coupling reactions1
• Suzuki-Miyaura coupling2
Packaging
1, 5 g in glass bottle