4-Chloro-3-hydroxybenzaldehyde

Name: 4-Chloro-3-hydroxybenzaldehyde
Brand: ChemScene
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CAS No. 56962-12-0
Cat. No. CS-W004771
Purity≥97%
MDL No.MFCD16999770

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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4-Chloro-3-hydroxybenzaldehyde|CS-W004771

Structure of 56962-12-0

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General Information

CAS No. 56962-12-0
Cat. No. CS-W004771
Purity ≥97%
MDL No. MFCD16999770
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClO₂
Molecular Weight 156.57
Synonym(s) 3-hydroxy-4-chlorobenzaldehyde
SMILES O=CC1=CC=C(Cl)C(O)=C1

Description

4-Chloro-3-hydroxybenzaldehyde features a hydroxyl group ortho to the aldehyde, enabling intramolecular hydrogen bonding that enhances stability and influences reactivity. The electron-withdrawing chlorine at the para position modulates electrophilicity, making this scaffold valuable for synthesizing bioactive compounds and functional materials under standard conditions.

Application

4-Chloro-3-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. The ortho-hydroxyl group facilitates directed metalation and cyclization reactions, while the aldehyde function supports reductive amination, Ugi-type condensations, and Schiff base formation. Bench-stable and readily purified by recrystallization, it offers reliable functional group tolerance in multi-step syntheses.

Synthesis

Route1
- 100-83-4
- ~0%
- In-stock
  
  7310-94-3
- In-stock
  
  56962-12-0
- In-stock
  
  56962-10-8
References
- Bovonsombat, Pakorn; Ali, Rameez; Khan, Chiraphorn; Leykajarakul, Juthamard; Pla-On, Kawin; Aphimanchindakul, Suraj; Pungcharoenpong, Natchapon; Timsuea, Nisit; Arunrat, Anchalee; Punpongjareorn, Napat Tetrahedron, 2010 , vol. 66, # 34 p. 6928 - 6935

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

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 1.8581
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-Chloro-3-hydroxybenzaldehyde

CAS No. 56962-12-0

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