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647098

Phenylboronic acid pinacol ester

97%

Synonym(s):

(Pinacolboryl)benzene, 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane, Pinacol phenylboronate, cyclic tetramethylethylene ester benzeneboronic acid

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About This Item

Empirical Formula (Hill Notation):
C12H17BO2
CAS Number:
24388-23-6
Molecular Weight:
204.07
NACRES:
NA.22
PubChem Substance ID:
24883506
UNSPSC Code:
12352103
MDL number:
MFCD00966985
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Quality Segment

100

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

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).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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