588849

trans-4-(tert-Butyldimethylsiloxy)-1-buten-1-ylboronic acid pinacol ester

95%

• Synonym(s): trans-2-[4-(tert-butyldimethylsilyloxy)-1-buten-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Empirical Formula (Hill Notation): C₁₆H₃₃BO₃Si
• CAS Number: 480425-30-7
• Molecular Weight: 312.33
• MDL number: MFCD05664265
• UNSPSC Code: 12352103
• PubChem Substance ID: 24881043

Properties

• assay: 95%
• refractive index: n20/D 1.4470 (lit.)
• bp: 297-298 °C (lit.)
• density: 0.888 g/mL at 25 °C (lit.)
• SMILES string: CC(C)(C)[Si](C)(C)OCC\C=C\B1OC(C)(C)C(C)(C)O1
• InChI: 1S/C16H33BO3Si/c1-14(2,3)21(8,9)18-13-11-10-12-17-19-15(4,5)16(6,7)20-17/h10,12H,11,13H2,1-9H3/b12-10+
• InChI key: ODTSJDLTXNDTBB-ZRDIBKRKSA-N

Description

Application

trans-4-(tert-Butyldimethylsiloxy)-1-buten-1-ylboronic acid pinacol ester can be used as a substrate:

• In the catalyst-free Zweifel olefination of alkenyl boronic esters using triorganocerium reagents.
• In the study of carbosulfenylation reactions of alkenylboronates.
• To prepare chiral tris(boronates), which are important building blocks for preparing synthetically challenging compounds.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves