Bis(2-methoxyethyl) phthalate
[CAS# 117-82-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Ethyl ester compound
• Name: Bis(2-methoxyethyl) phthalate
• Synonyms: Phthalic acid bis(2-methoxyethyl)ester; 1,2-Benzenedicarboxylic acid bis(2-methoxyethyl) ester
• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29
• CAS Registry Number: 117-82-8
• EC Number: 204-212-6
• SMILES: COCCOC(=O)C1=CC=CC=C1C(=O)OCCOC

Properties

• Density: 1.173
• Boiling point: 230 °C (10 mmHg)
• Refractive index: 1.503

Safety Data

• Hazard Symbols: GHS08 Danger
• Risk Statements: H360
• Safety Statements: P203-P280-P318-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Reproductive toxicity	Repr.	1B	H360
Reproductive toxicity	Repr.	1B	H360Df

Discovery and Applications

Bis(2-methoxyethyl) phthalate is an organic compound classified as a phthalate ester, with the molecular formula C14H18O6. It was synthesized as part of the broader exploration of phthalate chemistry, which gained momentum in the mid-20th century. Phthalates are known for their role as plasticizers, substances added to plastics to increase flexibility, durability, and longevity. Bis(2-methoxyethyl) phthalate, like other phthalates, became important in various industrial applications due to its ability to enhance the physical properties of materials.

One of the main uses of bis(2-methoxyethyl) phthalate is in the production of flexible plastics, particularly polyvinyl chloride (PVC). When added to PVC, this phthalate increases the material's flexibility, making it more suitable for use in products like cables, flooring, and medical devices such as tubing and blood bags. Its plasticizing effect is crucial in industries that require materials to be both durable and malleable, ensuring the widespread use of bis(2-methoxyethyl) phthalate in manufacturing processes.

In addition to its use as a plasticizer, bis(2-methoxyethyl) phthalate has been employed in the production of coatings, adhesives, and sealants. These products benefit from the compound’s ability to improve the flexibility and performance of the materials, particularly in applications where resistance to cracking and brittleness is essential. It is commonly used in industrial settings where the mechanical properties of coatings are critical for protecting surfaces and structures.

However, concerns about the safety of phthalates, including bis(2-methoxyethyl) phthalate, have emerged over time. Studies have suggested potential environmental and health risks associated with phthalate exposure, particularly due to their persistence in the environment and their potential effects on human health. This has led to increased scrutiny and regulatory efforts to limit the use of certain phthalates in consumer products, especially in items that may come into contact with children or food.

Despite these concerns, bis(2-methoxyethyl) phthalate continues to be used in specific industrial applications where its unique properties are needed. Ongoing research aims to develop safer alternatives while maintaining the performance benefits that phthalates provide in various manufacturing processes.

References

2024. Simultaneous determination of sixteen phthalic acid esters (PAEs) in soil and evaluation of matrix effect using a QuEChERS/GC/MS-internal standard method. Environmental Science and Pollution Research International.
DOI: 10.1007/s11356-024-34600-3

2023. Composition, distribution, health risks, and drivers of phthalates in typical red paddy soils. Environmental Science and Pollution Research International.
DOI: 10.1007/s11356-023-28815-z

2022. Phthalic acid esters in grains, vegetables, and fruits: concentration, distribution, composition, bio-accessibility, and dietary exposure. Environmental Science and Pollution Research International.
DOI: 10.1007/s11356-022-22415-z