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Key Documents

721433

Sigma-Aldrich

4-Ethynylphenylboronic acid pinacol ester

95%

Synonym(s):

2-(4-Ethynylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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About This Item

Empirical Formula (Hill Notation):
C14H17BO2
CAS Number:
Molecular Weight:
228.09
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

mp

66-70 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(cc2)C#C

InChI

1S/C14H17BO2/c1-6-11-7-9-12(10-8-11)15-16-13(2,3)14(4,5)17-15/h1,7-10H,2-5H3

InChI key

LOVNTFMVZVIASV-UHFFFAOYSA-N

Related Categories

Application

4-Ethynylphenylboronic acid pinacol ester can be used:
  • For the functionalization of platinum nanoparticles to leverage their photoluminescence properties.
  • As an intermediate in the synthesis of covalent heterodyads of chlorophyll derivatives applicable as supramolecular light-harvesting systems.
  • As an intermediate in the preparation of F-18 radiolabeled galectin-3 inhibitors, which are used as surrogate positron emission tomography (PET) tracers of TD139 and GB1107.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Articles

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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