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797367

[(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid

Name: [(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid
Brand: ALDRICH

Synonym(s):

TPE-BA

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₂₂B₂O₄

CAS Number:

1054451-31-8

Molecular Weight:

420.07

UNSPSC Code:

12352103

PubChem Substance ID:

329768590

NACRES:

NA.23

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Properties

assay

96%

form

solid

storage temp.

2-8°C

SMILES string

OB(O)C(C=C1)=CC=C1/C(C2=CC=CC=C2)=C(C3=CC=C(B(O)O)C=C3)\C4=CC=CC=C4

InChI

1S/C26H22B2O4/c29-27(30)23-15-11-21(12-16-23)25(19-7-3-1-4-8-19)26(20-9-5-2-6-10-20)22-13-17-24(18-14-22)28(31)32/h1-18,29-32H/b26-25+

InChI key

CFKHFTZRFSABDV-OCEACIFDSA-N

Description

General description

Aggregation-induced emission luminogens (AIEgens) such as tetraphenylethene (TPE) functionalized with boronic acids form luminogen (TPE-BA). TPE-BA can form oligoboronates with D-glucose. Other sugars also form monoadduct with TPE-BA, but once such a complex is formed there is no more cis-diol that allows the oligomerization reaction to proceed, resulting in a very low emission intensity. Thus, TPE-BA could serve as a glucose-specific probe.

Application

TPE-BA is an aggregation-induced emission (AIE) dye for use in Suzuki reaction and D-Glucose detection.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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