Skip to Content
Merck
All Photos(2)

Documents

724750

Sigma-Aldrich

9,10-Anthracenediboronic acid bis(pinacol) ester

97%

Synonym(s):

9,10-Bis(4,4,5,5-tetramethyl[1.3.2]dioxaborolan-2-yl)anthracene

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C26H32B2O4
CAS Number:
863992-56-7
Molecular Weight:
430.15
MDL number:
MFCD16294538
UNSPSC Code:
12352103
PubChem Substance ID:
329764106
NACRES:
NA.23

Assay

97%

form

solid

mp

>300 °C

SMILES string

CC1(C)OB(OC1(C)C)c2c3ccccc3c(B4OC(C)(C)C(C)(C)O4)c5ccccc25

InChI

1S/C26H32B2O4/c1-23(2)24(3,4)30-27(29-23)21-17-13-9-11-15-19(17)22(20-16-12-10-14-18(20)21)28-31-25(5,6)26(7,8)32-28/h9-16H,1-8H3

InChI key

ZLXSWNVYGSZXOP-UHFFFAOYSA-N

General description

9,10-Anthracenediboronic acid bis(pinacol) ester is an anthracene based ester that has a conjugated structure. It is an electron rich building block that can be used as an electron donating molecule in the formation of donor-acceptor based organic semiconductor devices. Its planarity and rigid molecular structure allow it to have good charge transporting properties.

Application

9,10-Anthracenediboronic acid bis(pinacol) ester can be used in the synthesis of polyarylpyrazolines, which can further be utilized in the preparation of organic light emitting diodes (OLEDs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Blue and green light emitting polyarylpyrazolines luminogens containing anthracene and thiophene units.
Tirumalachetty V and Palaninathan K
Journal of Photochemistry and Photobiology A: Chemistry, 359, 64-72 (2018)

Articles

Development of Organic Semiconductors from Highly Ordered Oligo and Polythiophenes

The soaring global demand for energy, coupled with the limited supply of fossil fuels, has increased the need for renewable, low-cost energy sources. Organic electronics have shown great promise for applications in lighting, power, and circuitry, with rapidly improving performance already surpassing that of amorphous silicon-based counterparts.

Boronic Acid Esters

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service