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CS-W001157 4
Total: USD 88.00

4,6-Dibromoisophthalonitrile

  • CAS No. 244261-21-0

  • Cat. No. CS-0110873
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4,6-Dibromoisophthalonitrile|CS-0110873

Structure of 244261-21-0

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General Information

  • CAS No. 244261-21-0
  • Cat. No. CS-0110873
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂Br₂N₂
  • Molecular Weight 285.92
  • Synonym(s) TRANS-4,4'-DIBROMO-Α,Β-DICYANOSTILBENE
  • SMILES N#CC1=C(C=C(C(C#N)=C1)Br)Br

Description

4,6-Dibromoisophthalonitrile features two bromine substituents flanking a central nitrile-bearing aromatic core, enabling efficient coupling in cross-coupling and heterocyclic synthesis. The electron-deficient ring system enhances reactivity in palladium-catalyzed transformations, while the bench-stable structure simplifies handling in process development workflows.

Application

4,6-Dibromoisophthalonitrile serves as a versatile dihalogenated building block for constructing heterocyclic scaffolds and functionalized aromatic systems. Its orthogonal reactivity enables selective Suzuki-Miyaura and Buchwald-Hartwig couplings, facilitating the synthesis of complex biaryl and triaryl structures. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthetic sequences requiring precise regiocontrol and high functional group tolerance.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P361-P405-P501

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Computational Chemistry Data

  • TPSA   47.58
  • LogP   2.95496
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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