2-Chloro-3-hydroxy-4-methoxybenzaldehyde

Name: 2-Chloro-3-hydroxy-4-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 37687-57-3
Cat. No. CS-0012609
Purity≥95%
MDL No.MFCD03425852

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-3-hydroxy-4-methoxybenzaldehyde|CS-0012609

Structure of 37687-57-3

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Description

2-Chloro-3-hydroxy-4-methoxybenzaldehyde features a strategically positioned aldehyde group flanked by electron-donating methoxy and hydroxyl substituents, enabling efficient coupling in cross-coupling and condensation reactions. The chloro group provides a handle for further functionalization, while the phenolic hydroxyl enhances solubility and reactivity in polar media.

Application

2-Chloro-3-hydroxy-4-methoxybenzaldehyde 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 meta-hydroxy functionalities facilitate electrophilic substitution and directed metalation, while the aldehyde group supports reductive amination, imine formation, and Ullmann-type coupling reactions. Bench-stable and amenable to standard purification methods, it functions effectively in multi-step syntheses requiring functional group compatibility and predictable reactivity.

General Information

CAS No. 37687-57-3
Cat. No. CS-0012609
Purity ≥95%
MDL No. MFCD03425852
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₃
Molecular Weight 186.59
Synonym(s) Chloroisovaniline
SMILES O=CC1=CC=C(OC)C(O)=C1Cl

Computational Chemistry Data

TPSA 46.53
LogP 1.8667
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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-3-hydroxy-4-methoxybenzaldehyde

CAS No. 37687-57-3

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