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663816

Sigma-Aldrich

1,4-Benzenediboronic acid bis(pinacol) ester

97%

Synonym(s):

1,4-Benzenediboronic acid dipinacol ester, 1,4-Bis(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene, 1,4-Phenylenebis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane), cyclic bis(tetramethylethylene) ester p-Benzenediboronic acid

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About This Item

Empirical Formula (Hill Notation):
C18H28B2O4
CAS Number:
99770-93-1
Molecular Weight:
330.03
MDL number:
MFCD08276852
UNSPSC Code:
12352103
PubChem Substance ID:
24884661
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

241-245 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(cc2)B3OC(C)(C)C(C)(C)O3

InChI

1S/C18H28B2O4/c1-15(2)16(3,4)22-19(21-15)13-9-11-14(12-10-13)20-23-17(5,6)18(7,8)24-20/h9-12H,1-8H3

InChI key

UOJCDDLTVQJPGH-UHFFFAOYSA-N

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling reactions and polymerizations

Reagent used in Prepration of
  • Efficient solar cell photoelectric polymers
  • Field-effect transistors and photovoltaic cells
  • Fluorescent compounds and materials such as Blue OLED devices, Blue Polymeric Light Emitting Diodes, and White LEDs

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Synthesis, characterization, and crystal structure of [6]cycloparaphenylene.
Jianlong Xia et al.
Angewandte Chemie (International ed. in English), 51(10), 2474-2476 (2012-01-31)
Moussa Saleh et al.
Macromolecular rapid communications, 30(14), 1279-1283 (2009-07-16)
Three polytriphenylene derivatives with phenyl and alkyl groups as side chains have been tested as blue light emitters. The best performance in terms of turn-on voltage and luminance efficiencies was obtained for poly(2-heptyl-3-(4-octylphenyl)-1,4-diphenyl-6,11-triphenylenyl-1,4-benzene) (1), which was additionally blended with an
Triphenylene-Based Polymers for Blue Polymeric Light Emitting Diodes
Saleh, M.; et al.
Macromolecules, 43, 137-143 (2010)
Liwen Hu et al.
Journal of materials chemistry. B, 8(46), 10609-10615 (2020-11-03)
In this work, an anionic conjugated polyelectrolyte (PCP-SO3K), in which the backbone contains alternating 4,4-bis-alkyl-4H-cyclopenta-[2,1-b;3,4-b']-dithiophene and benzene structural units and the charges are provided by pendant sulfonate groups, was synthesized. The ionic nature of PCP-SO3K renders it soluble in water
Efficient solar cells based on an easily accessible diketopyrrolopyrrole polymer
Bijleveld, J. C.; et al.
Advanced Materials, 22, 242-246 (2010)
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