Methyl 2-(3-formyl-4-hydroxyphenyl)acetate

Name: Methyl 2-(3-formyl-4-hydroxyphenyl)acetate
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CAS No. 61874-04-2
Cat. No. CS-W020458
Purity≥98%
MDL No.MFCD04972464

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Methyl 2-(3-formyl-4-hydroxyphenyl)acetate|CS-W020458

Structure of 61874-04-2

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Description

Methyl 2-(3-formyl-4-hydroxyphenyl)acetate features a phenolic hydroxyl group and an aldehyde function positioned ortho to each other on the aromatic ring, enabling efficient coupling in cross-coupling and condensation reactions. The ester moiety enhances solubility in organic media while maintaining stability under standard bench conditions. This bifunctional scaffold integrates readily into complex molecular architectures requiring precise spatial control.

Application

Methyl 2-(3-formyl-4-hydroxyphenyl)acetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to bioactive heterocycles and natural product analogs. The molecule combines an ortho-hydroxybenzaldehyde motif with a pendant ester group, offering orthogonal reactivity for selective transformations. Its bench-stable nature facilitates straightforward handling, while the aldehyde and phenolic hydroxyl groups enable diverse coupling reactions, including Mannich-type cyclizations and oxidative aromatizations. This scaffold is particularly valuable in medicinal chemistry lead optimization and the construction of polyfunctionalized aromatic systems.

General Information

CAS No. 61874-04-2
Cat. No. CS-W020458
Purity ≥98%
MDL No. MFCD04972464
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀O₄
Molecular Weight 194.18
Synonym(s) methyl 2-(3-formyl-4-hydroxy-phenyl)acetate
SMILES COC(=O)Cc1ccc(O)c(C=O)c1

Computational Chemistry Data

TPSA 63.6
LogP 0.9202
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

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
Precautionary Statements : P264-P270-P330-P501

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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-(3-formyl-4-hydroxyphenyl)acetate

CAS No. 61874-04-2

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