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

• ChemBase ID: 32873
• Molecular Formular: C12H17BO3
• Molecular Mass: 220.07258
• Monoisotopic Mass: 220.1270748
• SMILES: c1(ccc(cc1)O)B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1ccc(cc1)O
• InChI: InChI=1S/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8,14H,1-4H3
• InChIKey: BICZJRAGTCRORZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• IUPAC Traditional name: 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• Synonyms: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol; 4-Hydroxybenzeneboronic acid, pinacol ester; 4-Hydroxyphenylboronic acid pinacol cyclic ester; 4-Hydroxyphenylboronic acid pinacol ester; 4-Hydroxyphenylboronic acid pinacol ester; 4-Hydroxyphenylboronic acid pinacol ester; 4-Hydroxybenzeneboronic acid pinacol ester; 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL; 4-(4,4,5,5-四甲基-1,3,2-二杂氧戊硼烷-2-基)苯酚; 4-羟基苯硼酸频哪酯; 4-羟基苯硼酸频哪醇酯; 4-羟基苯硼酸频哪酯

Database IDs

• CAS Number: 269409-70-3
• MDL Number: MFCD02093756
• PubChem SID: 160996180; 24874110
• PubChem CID: 2734624

CALCULATED PROPERTIES

• Acid pKa: 8.608965
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.615663
• LogD (pH = 7.4): 3.5900247
• Log P: 3.616
• Molar Refractivity: 57.694 cm^3
• Polarizability: 24.601261 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-117 °C(lit.); 113-117°C; 114-117°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 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): C12H17BO3

DETAILS

Sigma Aldrich - 522570

Application
Widely used in Suzuki coupling chemistry.1,2
Packaging
1, 5 g in glass bottle