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CS-W001157 4
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3-Chloro-4,5-dihydroxybenzaldehyde

  • CAS No. 34098-18-5

  • Cat. No. CS-0308445
  • Purity≥97%
  • MDL No.None

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

3-Chloro-4,5-dihydroxybenzaldehyde|CS-0308445

Structure of 34098-18-5

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General Information

  • CAS No. 34098-18-5
  • Cat. No. CS-0308445
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClO₃
  • Molecular Weight 172.57
  • Synonym(s) 5-chloroprotocatechualdehyde
  • SMILES O=CC1=CC(O)=C(O)C(Cl)=C1

Description

3-Chloro-4,5-dihydroxybenzaldehyde features a chlorinated aromatic core with adjacent hydroxyl groups, enabling facile derivatization in synthetic routes. The aldehyde functionality provides a reactive handle for conjugation, while the ortho-diol system enhances metal chelation potential. This compound serves as a key building block in bioactive molecule synthesis and fluorescent probe development.

Application

3-Chloro-4,5-dihydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and natural product synthesis, enabling efficient access to substituted catechol scaffolds. Its ortho-dihydroxy functionality supports metal complexation and oxidative coupling, while the aldehyde group facilitates reductive amination, imine formation, and conjugate addition reactions. The chloro substituent provides a handle for further functionalization via palladium-catalyzed cross-coupling. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses requiring selective reactivity and functional group compatibility.

Synthesis

  • Route1

    References

    • Hua, Duy H.; Huang, Xiaodong; Chen, Yi; Battina, Srinivas K.; Tamura, Masafumi; Noh, Sang K.; Koo, Sung I.; Namatame, Ichiji; Tomoda, Hiroshi; Perchellet, Elisabeth M.; Perchellet, Jean-Pierre Journal of Organic Chemistry, 2004 , vol. 69, # 18 p. 6065 - 6078
  • Route2
    • null|null
      100-52-7
    • ~94%
    • In-stock
      3-Chloro-4,5-dihydroxybenzaldehyde|CS-0308445
      34098-18-5

    References

    • Kansas State University Research Foundation Patent: US6727277 B1, 2004 ; Location in patent: Page/Page column 32 ;
  • Route3
    • Vanillin, ≥97%|CS-1268660
      121-33-5
    • ~%
    • In-stock
      3-Chloro-4,5-dihydroxybenzaldehyde|CS-0308445
      34098-18-5

    References

    • Journal of Organic Chemistry, , vol. 69, # 18 p. 6065 - 6078

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.5637
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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