Eicosanedioic acid mono(1,1-dimethylethyl) ester
[CAS# 683239-16-9]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester
• Name: Eicosanedioic acid mono(1,1-dimethylethyl) ester
• Synonyms: 20-[(2-methylpropan-2-yl)oxy]-20-oxoicosanoic acid
• Molecular Formula: C₂₄H₄₆O₄
• Molecular Weight: 398.62
• CAS Registry Number: 683239-16-9
• EC Number: 800-114-8
• SMILES: CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCCCC(=O)O

Properties

• Solubility: Insoluble (2.0E^-4 g/L) (25 ºC), Calc.^*
• Density: 0.942±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.463, Calc.^*
• Boiling Point: 496.0±18.0 ºC (760 mmHg), Calc.^*
• Flash Point: 152.4±14.7 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H332
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P317-P302+P352-P304+P340-P317-P321-P330-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332

Discovory and Applicatios

Eicosanedioic acid mono(1,1-dimethylethyl) ester, also known as di-tert-butyl eicosanedioic acid ester, is an organic compound belonging to the class of fatty acid esters. It is characterized by its structure, which includes a long hydrocarbon chain derived from eicosanedioic acid, a dicarboxylic acid with twenty carbon atoms, and esterification with a tert-butyl group. The compound has a molecular formula of C24H46O4 and a molecular weight of 402.63 g/mol, and has attracted much attention for its unique properties and applications.

The discovery of eicosanedioic acid mono(1,1-dimethylethyl) ester can be traced back to the study of fatty acid derivatives in the late 20th century. The interest in modifying fatty acids to create more functional and versatile compounds has led to the exploration of various esters and their potential applications. Researchers have found that esterification of eicosanedioic acid with tert-butyl alcohol not only improves its stability, but also enhances its solubility in various organic solvents, making it a compound of interest for multiple industries.

One of the main applications of eicosanedioic acid mono(1,1-dimethylethyl) ester is in the formulation of lubricants and greases. Its unique chemical structure provides excellent lubricity, making it suitable for high-performance lubricants for mechanical and automotive applications. The compound's stability and oxidation resistance at high temperatures help extend the life of lubrication systems and improve lubrication efficiency, reducing wear on mechanical parts.

In addition to its use in lubricants, mono(1,1-dimethylethyl)eicosanedioate is also used in the production of plasticizers. These additives enhance the flexibility, processability, and durability of plastic materials, improving their performance in a variety of applications. Incorporating this ester into polymer formulations has been shown to enhance the mechanical properties of plastics, making them more suitable for use in packaging, automotive parts, and consumer products.

In addition, mono(1,1-dimethylethyl)eicosanedioate is used in the synthesis of surfactants and emulsifiers. Its amphiphilic nature enables it to interact with both polar and nonpolar substances, making it an effective agent for stabilizing emulsions and foams. This property is particularly valuable in the cosmetics and personal care industries, where emulsifiers play a vital role in formulating creams, lotions, and other products.

In the field of organic synthesis, this compound serves as a useful reagent for various chemical transformations. Its reactivity enables it to participate in different reactions, including esterification and transesterification processes. Researchers have explored its potential as a building block for the synthesis of more complex molecules, contributing to the advancement of organic chemistry.

Despite the wide range of uses of mono(1,1-dimethylethyl)eicosanedioate, safety considerations are crucial when handling mono(1,1-dimethylethyl)eicosanedioate. While it is generally considered safe when used properly, exposure to high concentrations may cause irritation or adverse reactions. Therefore, it is important to follow safety guidelines and regulations in industrial and laboratory settings.

In summary, mono(1,1-dimethylethyl)eicosanedioate is a valuable compound with a wide range of applications in lubricants, plasticizers, surfactants, and organic synthesis. Its discovery and subsequent utilization highlight its importance in various industries, aiding in the development of high-performance materials and products.