Methyl 4-[(4-formylphenoxy)methyl]benzoate
[CAS# 124663-30-5]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Carboxylic acid and ester perfume >> Aromatic carboxylic acid ester
• Name: Methyl 4-[(4-formylphenoxy)methyl]benzoate
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28
• CAS Registry Number: 124663-30-5
• EC Number: 681-221-5
• SMILES: COC(=O)C1=CC=C(C=C1)COC2=CC=C(C=C2)C=O

Properties

• Solubility: 25.87 mg/L (25 ºC water)
• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.594, Calc.^*
• Melting point: 134.43 ºC
• Boiling Point: 440.3±30.0 ºC (760 mmHg), Calc.^*, 384.70 ºC
• Flash Point: 196.6±24.6 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

Methyl 4-[(4-formylphenoxy)methyl]benzoate, commonly referred to as methyl 4-formylphenyl benzoate, is an organic compound that belongs to the category of benzoates. This compound is characterized by the presence of a methyl ester group, a phenyl ring, and an aldehyde functional group, which contribute to its reactivity and utility in various chemical applications. The molecular formula for this compound is C17H16O4, and it possesses a complex structure that allows for diverse chemical interactions.

The discovery of methyl 4-[(4-formylphenoxy)methyl]benzoate is linked to the development of advanced organic synthesis techniques that emerged in the late 20th century. As chemists explored new methods for creating aromatic compounds with specific functionalities, this compound was identified for its potential applications in materials science and organic chemistry. The synthesis of methyl 4-[(4-formylphenoxy)methyl]benzoate typically involves the reaction of 4-formylphenol with methyl 4-hydroxybenzoate, which results in the formation of the desired ester. This method illustrates the principles of esterification and the significance of functional groups in organic synthesis.

Methyl 4-[(4-formylphenoxy)methyl]benzoate has garnered interest in various fields, primarily due to its applications in the development of pharmaceuticals and agrochemicals. One of its notable uses is as an intermediate in the synthesis of bioactive compounds, including potential pharmaceuticals. The aldehyde group in its structure provides opportunities for further chemical modifications, enabling the introduction of additional functional groups that enhance the biological activity of the resulting compounds.

In the pharmaceutical industry, compounds that contain both aromatic rings and aldehyde functionalities are often evaluated for their potential as drug candidates. Methyl 4-[(4-formylphenoxy)methyl]benzoate can serve as a scaffold for designing novel therapeutic agents, particularly in the development of anti-inflammatory and anti-cancer drugs. The compound’s unique structural features make it a valuable precursor for creating diverse chemical entities with targeted pharmacological properties.

In addition to its pharmaceutical applications, methyl 4-[(4-formylphenoxy)methyl]benzoate is also studied for its potential use in polymer chemistry. Its ability to participate in polymerization reactions enables the development of new materials with tailored properties. This compound can be incorporated into polymer backbones to enhance thermal stability, mechanical strength, and chemical resistance, making it suitable for applications in coatings, adhesives, and composite materials.

Safety considerations must be observed when handling methyl 4-[(4-formylphenoxy)methyl]benzoate, as with any organic compound containing reactive functional groups. It is essential to use appropriate personal protective equipment (PPE) to minimize exposure and adhere to safety guidelines in laboratory settings. Additionally, proper storage conditions should be maintained to ensure the compound's stability and prevent degradation.

Ongoing research continues to explore the applications of methyl 4-[(4-formylphenoxy)methyl]benzoate in various fields. As scientists seek to develop more efficient and sustainable synthetic methodologies, this compound stands out for its versatility and potential contributions to organic synthesis, pharmaceuticals, and materials science. The exploration of its chemical properties and reactivity will likely yield valuable insights that can lead to innovative applications in the future.

In summary, methyl 4-[(4-formylphenoxy)methyl]benzoate is an important organic compound that plays a significant role in the synthesis of pharmaceuticals and materials. Its discovery highlights the advancements in organic chemistry that have enabled the design and creation of compounds with specific functionalities. As research in this area progresses, the applications of this compound are expected to expand, contributing to the development of new technologies and therapeutic agents.