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CS-W001157 4
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3-Bromo-2-iodobenzonitrile

  • CAS No. 450412-21-2

  • Cat. No. CS-0191214
  • Purity≥98%
  • MDL No.None

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

3-Bromo-2-iodobenzonitrile|CS-0191214

Structure of 450412-21-2

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General Information

  • CAS No. 450412-21-2
  • Cat. No. CS-0191214
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrIN
  • Molecular Weight 307.91
  • Synonym(s) methyl 4-(3-methoxyphenyl)-5-oxopentanoate
  • SMILES N#CC1=CC=CC(Br)=C1I

Description

3-Bromo-2-iodobenzonitrile features a dual halogenated aromatic core with complementary reactivity for cross-coupling transformations. The ortho-bromine and iodine positions enable sequential functionalization, while the nitrile group provides a polar handle for downstream derivatization. This molecule integrates readily into complex scaffolds under palladium-catalyzed conditions.

Application

3-Bromo-2-iodobenzonitrile serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-halogen substitution pattern provides predictable reactivity in Suzuki, Stille, and Negishi couplings, while the nitrile group offers compatibility with various functionalizations. Bench-stable and readily purified by recrystallization, it facilitates streamlined synthesis of complex aromatic architectures in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312+H332-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.92538
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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