CAS 4151-80-8 4,4'-Biphenyldiboronic acid - Materials / Alfa Chemistry

NAVIGATION

4,4'-Biphenyldiboronic acid

PRICE INQUIRY

Catalog Number

ACM4151808-1

CAS Number

4151-80-8

Product Name

4,4'-Biphenyldiboronic acid

Structure

Category

Salt; Small Molecule Semiconductor Building Blocks; Electroluminescence Materials; Semiconductor Blocks

Synonyms

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

Description

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

IUPAC Name

[4-(4-boronophenyl)phenyl]boronic acid

Molecular Weight

241.84

Molecular Formula

C12H12B2O4

Canonical SMILES

B(C1=CC=C(C=C1)C2=CC=C(C=C2)B(O)O)(O)O

InChI

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

Boiling Point

505.9 ºC at 760 mmHg

Melting Point

300 °C (dec.)-lit.

Flash Point

Not applicable

Purity

97%+

Density

1.31g/cm³

Appearance

White solid powder

Application

4,4'-Biphenyldiboronic acid serves as a versatile reactant, appearing as a white to light yellow crystalline powder, and is integral in the synthesis of key components for advanced electronic applications. It plays a crucial role in creating organic field-effect transistors through its use in organic semiconductors containing diazaboroles, and aids in the production of cycloparaphenylenes via Suzuki coupling. Additionally, it is vital for synthesizing 1,3,2-diazaboroine derivatives employed in organic thin-film transistors. This compound is also instrumental in developing back-to-back coupled 2,6-bis(triazol-1-yl)pyridine molecules and contributes to forming a rectangular host through electrochemical reactions with methylaquacobaloxime and diamine. Moreover, it participates in the preparation of arylboronates from reactions with catechol, dihydroxynaphthalene, and diaminobenzenedithiol, which are essential for the functionality of organic field-effect transistors and light-emitting diodes.

Complexity

221

Covalently-Bonded Unit Count

Exact Mass

242.092169g/mol

Formal Charge

Hazard Statements

H315 : Causes skin irritation.H319 : Causes serious eye irritation.

Heavy Atom Count

Monoisotopic Mass

242.092169g/mol

Precautionary Statements

P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.

Rotatable Bond Count

Safety Description

S26-S36

Signal Word

Warning

WGK Germany

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