5-Chloro-2-hydroxy-3-methoxybenzaldehyde

Name: 5-Chloro-2-hydroxy-3-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 7740-05-8
Cat. No. CS-0187130
Molecule weight186.59
Purity≥97%
MDL No.None

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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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5-Chloro-2-hydroxy-3-methoxybenzaldehyde|CS-0187130

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General Information

CAS No. 7740-05-8
Cat. No. CS-0187130
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₃
Molecular Weight 186.59
Synonym(s) 5-Chloro-3-methoxysalicylaldehyde
SMILES O=CC1=CC(Cl)=CC(OC)=C1O

Description

5-Chloro-2-hydroxy-3-methoxybenzaldehyde features a strategically positioned chloro group and a hydroxyl moiety that enable efficient coupling in cross-coupling reactions. The methoxy substituent enhances solubility while stabilizing the aromatic core under standard conditions. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized arenes.

Application

5-Chloro-2-hydroxy-3-methoxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-hydroxy and methoxy substituents provide complementary functionality for directed metalation, electrophilic substitution, and coupling reactions. The aldehyde group facilitates imine formation, reductive amination, and Ullmann-type couplings. Bench-stable and readily purified by crystallization, it functions effectively in multistep syntheses requiring moderate functional group tolerance and predictable reactivity.

Synthesis

Route1
- In-stock
  
  148-53-8
- ~63%
- In-stock
  
  7740-05-8
References
- Yue, Eddy W.; Gerdes, John M.; Mathis, Chester A. Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5451 - 5456

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 46.53
LogP 1.8667
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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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5-Chloro-2-hydroxy-3-methoxybenzaldehyde

CAS No. 7740-05-8

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