4-cyano-4′-hydroxybiphenyl

Description

4-cyano-4′-hydroxybiphenyl is a functionalised aromatic intermediate.

The nitrile is strongly electron-withdrawing and gives the molecule a large axial dipole. It is also a synthetic handle in its own right, opening onto amines, carboxylic acids, amides and tetrazoles.

Key data

• Catalogue code: KC1011
• CAS number: 19812-93-2
• Molecular formula: C13H9NO
• Molecular weight: 195.22 g/mol
• Category: Aromatics
• Also listed as: 4′-Hydroxy-4-biphenylcarbonitrile

What the substitution pattern does

The biphenyl core supplies the rigid, elongated shape that mesophase formation requires. Its two rings twist out of coplanarity by roughly 40 degrees in the gas phase but flatten in condensed phases, and that adjustable conjugation is what makes biphenyls both mesogenic and optically anisotropic.

Typical applications

• extension of rigid-core length in high-birefringence blends
• positive-dielectric-anisotropy hosts driven by the terminal nitrile
• halogen-metal exchange to the aryllithium or Grignard reagent
• precursor to the matching boronic acid or trifluoroborate
• alkyl-chain building block for calamitic mesogens

Ordering

This compound is supplied to order. Pricing depends on quantity and on the specification you need, so it is quoted rather than listed – send an enquiry stating the quantity and any purity or analytical requirement, and you will receive a written quotation.

Please quote CAS 19812-93-2 or catalogue code KC1011 when enquiring, so that the correct isomer is supplied.

Handling and documentation

Supplied for laboratory and industrial use by trained personnel only. Not for use as a medicine, food, cosmetic or biocide, and not for administration to humans or animals. Safety documentation is issued with the order; this page is not a source of hazard information.