4,5-Dichloro-2-hydroxybenzaldehyde

Name: 4,5-Dichloro-2-hydroxybenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 84388-68-1
Cat. No. CS-0268517
Purity≥97%
MDL No.MFCD06739497

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4,5-Dichloro-2-hydroxybenzaldehyde|CS-0268517

Structure of 84388-68-1

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General Information

CAS No. 84388-68-1
Cat. No. CS-0268517
Purity ≥97%
MDL No. MFCD06739497
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Cl₂O₂
Molecular Weight 191.01
Synonym(s) 4,5-Dichlorosalicylaldehyde
SMILES C1=C(C=O)C(=CC(=C1Cl)Cl)O

Description

4,5-Dichloro-2-hydroxybenzaldehyde features a benzaldehyde core substituted with two chlorine atoms at the 4 and 5 positions and a hydroxyl group at the 2 position. This electron-deficient aromatic aldehyde integrates readily into coupling reactions, offering enhanced reactivity in synthetic transformations. The ortho-hydroxy arrangement enables chelation effects, stabilizing reaction intermediates. Bench-stable under standard conditions, it serves as a selective building block for complex heterocycles and bioactive molecule synthesis.

Application

4,5-Dichloro-2-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzofurans and other heterocyclic scaffolds. The ortho-hydroxyaldehyde functionality facilitates intramolecular cyclization under mild conditions, while the electron-withdrawing dichloro substituents enhance reactivity in electrophilic substitution and coupling reactions. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

Route1
- 95-77-2
- 100-97-0
- ~15%
- In-stock
  
  84388-68-1
References
- Lin, Xu; Doyle, Terrence W.; King, Ivan Patent: US2004/254103 A1, 2004 ; Location in patent: Page 9 ;
Route2
- 67-66-3
- 95-77-2
- ~%
- In-stock
  
  84388-68-1
References
- Kirsch, Nils H.; Stan, H.-J. Chemosphere, 1994 , vol. 28, # 1 p. 131 - 138

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.5115
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4,5-Dichloro-2-hydroxybenzaldehyde

CAS No. 84388-68-1

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