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522570

Sigma-Aldrich

4-Hydroxyphenylboronic acid pinacol ester

97%

Synonym(s):

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, 4-Hydroxyphenylboronic acid pinacol cyclic ester

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About This Item

Empirical Formula (Hill Notation):
C12H17BO3
CAS Number:
Molecular Weight:
220.07
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

113-117 °C (lit.)

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(O)cc2

InChI

1S/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8,14H,1-4H3

InChI key

BICZJRAGTCRORZ-UHFFFAOYSA-N

Application

Widely used in Suzuki coupling chemistry.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Advanced Synthesis & Catalysis, 345, 580-583 (2003)
Tetrahedron, 58, 9633-9695 (2002)

Articles

The synthesis of biaryl compounds via the Suzuki coupling reaction has become more commonplace now that many arylboronic acids are readily available. We are pleased to offer arylboronic acid pinacol esters4 as part of a growing line of products used in the Suzuki coupling reaction.

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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