632724
4-Chlorophenylboronic acid pinacol ester
97%
Synonym(s):
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)chlorobenzene
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About This Item
Empirical Formula (Hill Notation):
C12H16BClO2
CAS Number:
Molecular Weight:
238.52
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
form
solid
mp
50-55 °C (lit.)
storage temp.
2-8°C
SMILES string
CC1(C)OB(OC1(C)C)c2ccc(Cl)cc2
InChI
1S/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3
InChI key
NYARTXMDWRAVIX-UHFFFAOYSA-N
Application
4-Chlorophenylboronic acid pinacol ester can be used as a reagent in Suzuki-Miyaura cross-coupling reaction to form C-C bonds by reacting with different aryl halides over palladium catalysts.
It can also be used as a reactant:
It can also be used as a reactant:
- To prepare 2-(4-chlorophenyl)-4H-chromen-4-one by treating with 4-chromanone via one-pot palladium-catalyzed dehydrogenation and oxidative boron-Heck coupling reaction.
- In the ligand-enabled C-H bond activation reaction in the presence of a palladium catalyst.
- To synthesize biaryl amides via Cu-catalyzed C-H bond coupling of aryl arylamides.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 4
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
>230.0 °F
Flash Point(C)
> 110 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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