2-Chloro-4-methoxybenzaldehyde

Name: 2-Chloro-4-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 54439-75-7
Cat. No. CS-W005706
Purity≥97%
MDL No.MFCD01741722

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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2-Chloro-4-methoxybenzaldehyde|CS-W005706

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General Information

CAS No. 54439-75-7
Cat. No. CS-W005706
Purity ≥97%
MDL No. MFCD01741722
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₂
Molecular Weight 170.59
Synonym(s) None
SMILES ClC1=C(C=O)C=CC(=C1)OC

Description

2-Chloro-4-methoxybenzaldehyde features a chlorine atom at the ortho position and a methoxy group at the para position relative to the aldehyde, creating a polarized electron-deficient aromatic system. This configuration enhances reactivity in nucleophilic addition and coupling reactions. The compound exhibits bench-stable handling characteristics under standard conditions and integrates readily into synthetic pathways requiring directed functionalization.

Application

2-Chloro-4-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of biologically active heterocycles. Its ortho-chloro and para-methoxy substituents provide enhanced reactivity in nucleophilic aromatic substitution and coupling reactions, while the aldehyde functionality facilitates imine formation and Ugi-type multicomponent reactions. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows requiring functional group compatibility and predictable regioselectivity.

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 : 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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Computational Chemistry Data

TPSA 26.3
LogP 2.1611
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-4-methoxybenzaldehyde

CAS No. 54439-75-7

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