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CAS 123843-57-2

2,6-Difluoro-4-hydroxybenzonitrile TCI D3424

2,6-Difluoro-4-hydroxybenzonitrile TCI D3424

Chemical Identity

Other names
4-Cyano-3,5-difluorophenol
CAS No.
123843-57-2
PubChem
CID 2778774·SID 87559302
Formula
C7H3F2NO
Molecular weight
155.10 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2,6-difluoro-4-hydroxybenzonitrile
SMILES
C1=C(C=C(C(=C1F)C#N)F)O
InChIKey
KEIYYIGMDPTAPL-UHFFFAOYSA-N
MDL
MDL03094499
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TCI D3424 2,6-Difluoro-4-hydroxybenzonitrile is a synthesis chemical belonging to the fluorinated building block class, combining three useful functional groups on a single benzene ring: a nitrile group, a phenolic hydroxyl group, and two fluorine atoms positioned ortho to the nitrile. Its role in the laboratory is to supply an aromatic core whose substitution pattern is already neatly arranged, so researchers can move directly into ether formation, ester formation, or substitution reactions without first working through a sequence of fluorination and cyanation steps that demand specialised reagents, careful handling, and control of regioselectivity that is far from straightforward.

The property that makes this material a frequent choice is the pairing of strongly electron-withdrawing groups with a single nucleophilic group that is ready for modification. The combination of the nitrile and the two fluorine atoms leaves the ring very electron-poor, which supports nucleophilic aromatic substitution at the fluorinated positions. Meanwhile, the phenolic hydroxyl group, whose acidity is increased by the electron-withdrawing environment, is readily alkylated through a Williamson reaction or coupled by way of a Mitsunobu reaction. The fluorine atoms themselves are known to influence lipophilicity and related molecular properties.

In Indonesian laboratories, this building block is typically used in research and development settings where a pre-arranged aromatic scaffold saves considerable bench time. It fits synthetic chemistry groups at universities and research institutes, as well as industrial R&D laboratories preparing target molecules on a small to moderate scale. Because the substitution pattern is already fixed, teams working without access to dedicated fluorination or cyanation infrastructure can still carry out multi-step syntheses reliably, using standard glassware and routine laboratory practice.

TCI brochures (PDF)

  • Nucleophilic aromatic substitution studies — the electron-poor ring created by the nitrile and two fluorine atoms activates the fluorinated positions, allowing displacement to proceed under practical laboratory conditions.
  • Aryl ether synthesis via the Williamson reaction — the phenolic hydroxyl group has enhanced acidity from the electron-withdrawing environment, so it deprotonates and alkylates readily to give substituted ethers.
  • Mitsunobu coupling chemistry — the acidic phenol serves as a suitable coupling partner, letting researchers attach alcohol-derived fragments to the fluorinated aromatic core in a single operation.
  • Ester formation on the phenolic position — the free hydroxyl group provides a direct handle for acylation, giving access to ester derivatives built on an already fluorinated ring system.
  • Preparation of fluorinated target molecules — the two fluorine atoms are retained in downstream products and influence lipophilicity and related molecular properties valued in research programmes.

Brand TCI
CAS number 123843-57-2
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Fluorinated Building Blocks
Pack sizes available in standard research and laboratory pack sizes; please confirm the size required when ordering
Physical form —
Storage keep in a cool, dry place in a tightly closed container, away from moisture and direct light
  • Product code: D3424

Store the container in a cool, dry, well-ventilated area, kept tightly closed to limit exposure to moisture and air. The original manufacturer packaging is the most suitable container; if the material is transferred, use a clean, chemically compatible, well-sealed vessel with a clear label showing the compound name and CAS number. Handle in a fume hood and wear standard personal protective equipment, including safety glasses, gloves, and a laboratory coat. Avoid contact with skin, eyes, and clothing, and avoid inhaling dust when weighing. Keep the material away from strong bases and incompatible reagents, and refer to the manufacturer's safety data sheet before use and for disposal of residues.

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