721433
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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
SMILES string
CC1(C)OB(OC1(C)C)c2ccc(cc2)C#C
InChI key
LOVNTFMVZVIASV-UHFFFAOYSA-N
assay
95%
form
solid
mp
66-70 °C
Quality Level
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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)
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)
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)
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