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456799

Sigma-Aldrich

4,4′-Biphenyldiboronic acid

Synonym(s):

4,4′-(Dihydroxyboryl)-1,1′-biphenyl, 4,4′-Biphenylenediboronic acid

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About This Item

Linear Formula:
(HO)2BC6H4C6H4B(OH)2
CAS Number:
4151-80-8
Molecular Weight:
241.84
MDL number:
MFCD00151795
UNSPSC Code:
12352103
PubChem Substance ID:
24869237
NACRES:
NA.22

form

solid

Quality Level

100

mp

300 °C (dec.) (lit.)

SMILES string

OB(O)c1ccc(cc1)-c2ccc(cc2)B(O)O

InChI

1S/C12H12B2O4/c15-13(16)11-5-1-9(2-6-11)10-3-7-12(8-4-10)14(17)18/h1-8,15-18H

InChI key

SLHKDOGTVUCXKX-UHFFFAOYSA-N

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Application

Reactant involved in synthesis of:
  • Organic field-effect transistors based on organic semiconductors containing diazaboroles
  • Cycloparaphenylenes via Suzuki coupling
  • 1,3,2-Diazaboroine derivatives for organic thin-film transistor applications
  • Back-to-back coupled 2,6-bis(triazol-1-yl)pyridine molecules
  • Rectangular host via electrochemical reactions with methylaquacobaloxime and diamine
  • Arylboronates from reactions with catechol, dihydroxynaphthalene and diaminobenzenedithiol for use as organic field-effect transistors and light emitting diodes

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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