All Photos(3)
Synonym(s):
(Pinacolboryl)benzene, 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane, Pinacol phenylboronate, cyclic tetramethylethylene ester benzeneboronic acid
Empirical Formula (Hill Notation):
C12H17BO2
CAS Number:
Molecular Weight:
204.07
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
97%
form
solid
mp
27-31 °C (lit.)
SMILES string
CC1(C)OB(OC1(C)C)c2ccccc2
InChI
1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
InChI key
KKLCYBZPQDOFQK-UHFFFAOYSA-N
Related Categories
General description
Phenylboronic acid, pinacol ester, also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaura reaction.
Application
Phenylboronic acid pinacol ester can be used:
- To prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.
- As a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
wgk_germany
WGK 3
flash_point_f
closed cup
flash_point_c
closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Heterogeneous Pd/C-catalyzed ligand-free Suzuki-Miyaura coupling reaction using aryl boronic esters
Kitamura Y, et al.
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Enhanced heterogeneously catalyzed Suzuki-Miyaura reaction over SiliaCat Pd (0)
Pandarus V, et al.
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