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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

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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

Related Categories

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).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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)
Influence of size and nature of the aryl diborate spacer on the intrinsic microporosity of Iron (II) clathrochelate polymers.
Baig N, et al.
Polymer, 151, 164-170 (2018)
Anthracene-based perylene diimide electron-acceptor for fullerene-free organic solar cells.
Park M and Jung JW
Dyes and Pigments, 143, 301-307 (2017)

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