Methyl 2,4-dichlorophenylacetate

Name: Methyl 2,4-dichlorophenylacetate
Brand: ChemScene
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CAS No. 55954-23-9
Cat. No. CS-W005710
Purity≥98%
MDL No.MFCD00018381

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FedEx Limited Quantities Ground	$0.00
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Methyl 2,4-dichlorophenylacetate|CS-W005710

Structure of 55954-23-9

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General Information

CAS No. 55954-23-9
Cat. No. CS-W005710
Purity ≥98%
MDL No. MFCD00018381
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈Cl₂O₂
Molecular Weight 219.07
Synonym(s) 2,4-Dichlorophenylacetic Acid Methyl Ester
SMILES C1=CC(=CC(=C1CC(OC)=O)Cl)Cl

Description

Methyl 2,4-dichlorophenylacetate is a chlorinated phenylacetic ester featuring two chlorine substituents at the ortho and para positions of the aromatic ring. This configuration imparts enhanced lipophilicity and metabolic stability, making it a valuable intermediate in agrochemical and pharmaceutical synthesis. The methyl ester group enables facile derivatization under standard conditions, while the electron-withdrawing chlorines modulate reactivity in subsequent coupling reactions.

Application

Methyl 2,4-dichlorophenylacetate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its ortho-chlorinated aryl core enables efficient functionalization via palladium-catalyzed cross-coupling, while the ester group provides a handle for selective reduction or hydrolysis. Bench-stable and compatible with common protecting group strategies, it facilitates rapid access to substituted phenylacetic acid derivatives used in API scaffolds.

Synthesis

Route1
- 67-56-1
- In-stock
  
  19719-28-9
- ~99%
- In-stock
  
  55954-23-9
References
- Pour, Milan; Spulak, Marcel; Balsanek, Vojtech; Kunes, Jiri; Kubanova, Petra; Buchta, Vladimir Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2843 - 2866

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-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 2.7089
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2,4-dichlorophenylacetate

CAS No. 55954-23-9

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