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CS-W001157 4
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2-Chloro-4-hydroxybenzaldehyde

  • CAS No. 56962-11-9

  • Cat. No. CS-B0153
  • Purity≥98%
  • MDL No.MFCD00052184

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

2-Chloro-4-hydroxybenzaldehyde|CS-B0153

Structure of 56962-11-9

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General Information

  • CAS No. 56962-11-9
  • Cat. No. CS-B0153
  • Purity ≥98%
  • MDL No. MFCD00052184
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClO₂
  • Molecular Weight 156.57
  • Synonym(s) 2-Chlor-4-hydroxy-benzaldehyde
  • SMILES O=CC1=CC=C(O)C=C1Cl

Description

2-Chloro-4-hydroxybenzaldehyde features a hydroxyl group flanked by electron-withdrawing chlorine and aldehyde functionalities, enabling direct coupling in heterocyclic synthesis. This ortho-directing system facilitates regioselective functionalization under mild conditions, while the phenolic moiety enhances solubility in polar solvents and supports metal coordination in catalytic systems.

Application

2-Chloro-4-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-chloro and para-hydroxyl groups provide complementary sites for electrophilic substitution and coupling reactions, while the aldehyde functionality facilitates reductive amination, Ullmann-type couplings, and condensation reactions. Bench-stable and readily purified by recrystallization, it offers reliable performance in multi-step syntheses.

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   37.3
  • LogP   1.8581
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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