2-Chloro-5-hydroxybenzaldehyde

Name: 2-Chloro-5-hydroxybenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 7310-94-3
Cat. No. CS-W006109
Purity≥98%
MDL No.MFCD07783652

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Chloro-5-hydroxybenzaldehyde|CS-W006109

Structure of 7310-94-3

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General Information

CAS No. 7310-94-3
Cat. No. CS-W006109
Purity ≥98%
MDL No. MFCD07783652
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClO₂
Molecular Weight 156.57
Synonym(s) Benzaldehyde,2-chloro-5-hydroxy
SMILES O=CC1=CC(O)=CC=C1Cl

Description

2-Chloro-5-hydroxybenzaldehyde features a hydroxyl group flanked by electron-withdrawing chlorine and aldehyde functionalities, enabling direct coupling in heterocyclic synthesis. This ortho-directing arrangement enhances regioselectivity in electrophilic substitutions and facilitates derivatization under mild conditions.

Application

2-Chloro-5-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinones, and heterocyclic scaffolds. Its ortho-chloro and phenolic hydroxyl groups provide orthogonal reactivity for coupling reactions and directed metalation, while the aldehyde functionality supports facile derivatization via nucleophilic addition or condensation protocols. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group compatibility and predictable regioselectivity.

Synthesis

Route1
- In-stock
  
  876299-47-7
- ~81%
- In-stock
  
  7310-94-3
References
- Mathias, John Paul; Millan, David Simon; Lewthwaite, Russell Andrew; Phillips, Christopher Patent: US2006/35922 A1, 2006 ; Location in patent: Page/Page column 31 ; US 20060035922 A1
Route2
- 100-83-4
- ~41%
- 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
Route3
- In-stock
  
  42454-06-8
- ~%
- In-stock
  
  7310-94-3
References
- Hodgson; Beard Journal of the Chemical Society, 1926 , p. 154 Journal of the Chemical Society, 1927 , p. 2380

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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2-Chloro-5-hydroxybenzaldehyde

CAS No. 7310-94-3

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