710210

(E)-3-(tert-Butyldimethylsilyloxy)propene-1-yl-boronic acid pinacol ester

97%

• Synonym(s): (E)-2-[3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-propenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[(1E)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-propenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, tert-Butyldimethyl[[(2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy]silane
• Empirical Formula (Hill Notation): C₁₅H₃₁BO₃Si
• CAS Number: 114653-19-9
• Molecular Weight: 298.30
• MDL number: MFCD15144803
• UNSPSC Code: 12352103
• PubChem Substance ID: 329762909
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: liquid
• density: 0.910 g/mL at 25 °C
• SMILES string: CC(C)(C)[Si](C)(C)OC\C=C\B1OC(C)(C)C(C)(C)O1
• InChI: 1S/C15H31BO3Si/c1-13(2,3)20(8,9)17-12-10-11-16-18-14(4,5)15(6,7)19-16/h10-11H,12H2,1-9H3/b11-10+
• InChI key: LUURLZJMKOVITO-ZHACJKMWSA-N

Description

Application

(E)-3-(tert-Butyldimethylsilyloxy)propene-1-yl-boronic acid pinacol ester can be used as a reactant in:

• Palladium-catalyzed Suzuki-Miyaura coupling reaction.
• The synthesis of anti-homoallylic alcohols by allylation reaction with aldehydes in the presence of iridium complex-catalyst.
• The preparation of α-imino aldehydes.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable