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900989

Sigma-Aldrich

1,3,5-Phenyltriboronic acid, tris(pinacol) ester

≥97%

Synonym(s):

1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

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About This Item

Empirical Formula (Hill Notation):
C24H39B3O6
CAS Number:
365564-05-2
Molecular Weight:
456.00
MDL number:
MFCD17167305
UNSPSC Code:
12352106
NACRES:
NA.06

Quality Level

100

Assay

≥97%

form

powder or crystals

mp

286-287 °C

SMILES string

CC1(C)OB(OC1(C)C)C2=CC(B3OC(C)(C)C(C)(C)O3)=CC(B4OC(C)(C)C(C)(C)O4)=C2

InChI

1S/C24H39B3O6/c1-19(2)20(3,4)29-25(28-19)16-13-17(26-30-21(5,6)22(7,8)31-26)15-18(14-16)27-32-23(9,10)24(11,12)33-27/h13-15H,1-12H3

InChI key

VKOLBYNBPONPAE-UHFFFAOYSA-N

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Application

1,3,5-Phenyltriboronic acid, tris(pinacol) ester can undergo Suzuki–Miyaura cross-coupling polycondensation reaction with 4,7-dibromobenzo[c][1,2,5]thiadiazole to afford conjugated polybenzothiadiazoles. It may also be used as a crosslinker for synthesizing conjugated microporous polymer (CMP) nanoparticles. This product was previously listed as BML00299.

Other Notes

Molecular engineering of conjugated polybenzothiadiazoles for enhanced hydrogen production by photosynthesis

Conjugated microporous polymer nanoparticles with enhanced dispersibility and water compatibility for photocatalytic applications

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’.

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Conjugated microporous polymer nanoparticles with enhanced dispersibility and water compatibility for photocatalytic applications.
Ma BC, et al.
Journal of Material Chemistry A, 3, 16064-16071 (2015)
Can Yang et al.
Angewandte Chemie (International ed. in English), 55(32), 9202-9206 (2016-06-16)
The search for metal-free organic photocatalysts for H2 production from water using visible light remains a key challenge. Reported herein is a molecular structural design of pure organic photocatalysts, derived from conjugated polybenzothiadiazoles, for photocatalytic H2 evolution using visible light.

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