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CS-W001157 4
Total: USD 88.00

3-Chloro-2-iodotoluene

  • CAS No. 5100-98-1

  • Cat. No. CS-W004938
  • Purity≥97%
  • MDL No.MFCD00051756

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

3-Chloro-2-iodotoluene|CS-W004938

Structure of 5100-98-1

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General Information

  • CAS No. 5100-98-1
  • Cat. No. CS-W004938
  • Purity ≥97%
  • MDL No. MFCD00051756
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClI
  • Molecular Weight None
  • Synonym(s) 1-chloro-2-iodo-3-methylbenzene
  • SMILES C1=CC=C(C(=C1Cl)I)C

Description

3-Chloro-2-iodotoluene features a strategically positioned chloro and iodo substituent on the toluene ring, enabling directed metalation and cross-coupling reactions. The electron-deficient aryl iodide facilitates efficient palladium-catalyzed transformations, while the ortho-chloro group enhances regioselectivity in subsequent functionalizations. This bench-stable derivative serves as a key intermediate in the synthesis of complex aromatic scaffolds.

Application

3-Chloro-2-iodotoluene serves as a versatile biaryl coupling precursor in palladium-catalyzed cross-coupling reactions. The ortho-iodo group enables efficient Suzuki, Stille, and Negishi couplings, while the meta-chloro substituent offers orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with standard reaction conditions facilitate reliable synthesis of substituted arenes and complex heterocyclic scaffolds.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.25302
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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