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594768

Sigma-Aldrich

4-Methoxycarbonylphenylboronic acid pinacol ester

97%

Synonym(s):

4-Carbomethoxyphenylboronic acid pinacol ester, Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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About This Item

Empirical Formula (Hill Notation):
C14H19BO4
CAS Number:
Molecular Weight:
262.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

77-81 °C (lit.)

SMILES string

COC(=O)c1ccc(cc1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C14H19BO4/c1-13(2)14(3,4)19-15(18-13)11-8-6-10(7-9-11)12(16)17-5/h6-9H,1-5H3

InChI key

REIZEQZILPXYKS-UHFFFAOYSA-N

Application

4-Methoxycarbonylphenylboronic acid pinacol ester can be used as a reagent:   
  • In Suzuki–Miyaura cross-coupling reaction with aryl halides to form C-C bonds.     
  • For the synthesis of biphenyl derivatives by selective ortho C-H arylation of ketones using Rh catalyst.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Articles

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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