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CS-W001157 4
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4-Chloro-3-iodobenzaldehyde

  • CAS No. 276866-90-1

  • Cat. No. CS-0041300
  • Purity≥97%
  • MDL No.MFCD09836681

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

4-Chloro-3-iodobenzaldehyde|CS-0041300

Structure of 276866-90-1

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General Information

  • CAS No. 276866-90-1
  • Cat. No. CS-0041300
  • Purity ≥97%
  • MDL No. MFCD09836681
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClIO
  • Molecular Weight 266.46
  • Synonym(s) 4-Chlor-3-jod-benzaldehyd
  • SMILES O=CC1=CC=C(Cl)C(I)=C1

Description

4-Chloro-3-iodobenzaldehyde features a dual-heteroatom substitution pattern on the aromatic ring, delivering enhanced reactivity in cross-coupling processes. The aldehyde group enables direct functionalization, while the iodine moiety serves as a high-efficiency handle for palladium-catalyzed transformations. This compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

4-Chloro-3-iodobenzaldehyde serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of biaryl scaffolds under palladium-mediated conditions. The ortho-iodo and para-chloro substituents provide orthogonal reactivity for sequential functionalization, while the aldehyde group offers direct access to imines, hydrazones, and other downstream transformations. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of complex aromatic intermediates for medicinal chemistry and materials applications.

Synthesis

  • Route1

    References

    • Lulinski, Piotr; Skulski, Lech Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 4 p. 951 - 956
  • Route2

    References

    • MERCK PATENT GmbH Patent: WO2006/125511 A1, 2006 ; Location in patent: Page/Page column 56-57 ;
  • Route3

    References

    • Hodgson; Beard Journal of the Chemical Society, 1927 , p. 25

Safety Information

Download SDS
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   17.07
  • LogP   2.7571
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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