4,4,5,5-tetramethyl-2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane

• ChemBase ID: 75797
• Molecular Formular: C18H28B2O4
• Molecular Mass: 330.03452
• Monoisotopic Mass: 330.21737018
• SMILES: O1B(c2ccc(cc2)B2OC(C(O2)(C)C)(C)C)OC(C1(C)C)(C)C
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1ccc(cc1)B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C18H28B2O4/c1-15(2)16(3,4)22-19(21-15)13-9-11-14(12-10-13)20-23-17(5,6)18(7,8)24-20/h9-12H,1-8H3
• InChIKey: UOJCDDLTVQJPGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4,5,5-tetramethyl-2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane
• IUPAC Traditional name: 4,4,5,5-tetramethyl-2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane
• Synonyms: 1,4-phenyldiboronic acid, bis(pinacol) ester; 1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene; Benzene-1,4-diboronic acid, pinacol diester; 1,4-Phenylenebis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); cyclic bis(tetramethylethylene) ester p-Benzenediboronic acid; 1,4-Benzenediboronic acid dipinacol ester; 1,4-Benzenediboronic acid bis(pinacol) ester; 2,2'-(1,4-Phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); 1,4-双(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)苯; 1,4-苯二硼酸二频哪醇酯; 1,4-亚苯基二硼酸频哪醇二酯; 1,4-苯二硼酸二频哪醇酯

Database IDs

• CAS Number: 99770-93-1
• MDL Number: MFCD08276852
• PubChem SID: 162040715; 24884661
• PubChem CID: 10592495

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.7542
• LogD (pH = 7.4): 5.7542
• Log P: 5.7542
• Molar Refractivity: 85.3682 cm^3
• Polarizability: 37.675137 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 241-245 °C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C18H28B2O4

DETAILS

Sigma Aldrich - 663816

Packaging
5 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling reactions and polymerizations1,2 Reagent used in Prepration of
• Efficient solar cell photoelectric polymers2
• Field-effect transistors and photovoltaic cells3
• Fluorescent compounds and materials such as Blue OLED devices, Blue Polymeric Light Emitting Diodes, and White LEDs4,5,6