4-Chloro-2-methoxybenzaldehyde

Name: 4-Chloro-2-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 53581-86-5
Cat. No. CS-W019440
Purity≥98%
MDL No.MFCD08703355

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Chloro-2-methoxybenzaldehyde|CS-W019440

Structure of 53581-86-5

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Description

4-Chloro-2-methoxybenzaldehyde features a chlorine atom at the 4-position and a methoxy group at the 2-position, conferring enhanced electron-withdrawing character and improved solubility in organic solvents. This aromatic aldehyde integrates readily into coupling reactions and serves as a key building block for bioactive heterocycles and functionalized pharmaceutical intermediates under standard conditions.

Application

4-Chloro-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, Schiff bases, and heterocyclic scaffolds. Its ortho-methoxy and para-chloro substituents provide complementary reactivity for directed functionalization, while the aldehyde group facilitates nucleophilic additions and condensation reactions under mild conditions. The compound exhibits excellent bench stability and is readily purified by recrystallization or flash chromatography, supporting its use in scalable synthetic routes.

General Information

CAS No. 53581-86-5
Cat. No. CS-W019440
Purity ≥98%
MDL No. MFCD08703355
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₂
Molecular Weight 170.59
Synonym(s) p-chloro-o-anisaldehyde
SMILES COC1=C(C=O)C=CC(Cl)=C1

Computational Chemistry Data

TPSA 26.3
LogP 2.1611
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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

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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Chloro-2-methoxybenzaldehyde

CAS No. 53581-86-5

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