Skip to Content
Merck
All Photos(2)

Documents

721433

Sigma-Aldrich

4-Ethynylphenylboronic acid pinacol ester

95%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C14H17BO2
CAS Number:
1034287-04-1
Molecular Weight:
228.09
MDL number:
MFCD16294504
UNSPSC Code:
12352103
PubChem Substance ID:
329763849
NACRES:
NA.22

Quality Level

100

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Platinum nanoparticles functionalized with ethynylphenylboronic acid derivatives: selective manipulation of nanoparticle photoluminescence by fluoride ions
Hu P, et al.
Langmuir, 30(18), 5224-5229 (2014)
Covalent heterodyads of synthetic chlorophyll derivatives linked with linear rigid substituents at the 20-positions constructing photoexcited energy transfer systems
Shoji S, et al.
Tetrahedron, 76(17), 131130-131130 (2020)
In Vivo Veritas: 18F-Radiolabeled Glycomimetics Allow Insights into the Pharmacological Fate of Galectin-3 Inhibitors
Bratteby K, et al.
Journal of Medicinal Chemistry, 63(2), 747-755 (2019)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service