Octadecanedioic acid mono(1,1-dimethylethyl) ester
[CAS# 843666-40-0]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Acyclic carboxylic acid
• Name: Octadecanedioic acid mono(1,1-dimethylethyl) ester
• Synonyms: 18-[(2-methylpropan-2-yl)oxy]-18-oxooctadecanoic acid
• Molecular Formula: C₂₂H₄₂O₄
• Molecular Weight: 370.57
• CAS Registry Number: 843666-40-0
• EC Number: 800-159-3
• SMILES: CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC(=O)O

Properties

• Solubility: Insoluble (7.4E^-4 g/L) (25 ºC), Calc.^*
• Density: 0.950±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2017 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H315-H319-H332-H335
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P363-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H312
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319

Discovory and Applicatios

Octadecanedioic acid mono(1,1-dimethylethyl) ester is a chemical compound that has gained attention in various industrial and research applications due to its unique properties. It is an ester derivative of octadecanedioic acid, which itself is a dicarboxylic acid with 18 carbon atoms. The mono(1,1-dimethylethyl) ester modification introduces a tert-butyl group, enhancing the compound's stability and utility in different contexts.

The synthesis of octadecanedioic acid mono(1,1-dimethylethyl) ester involves the reaction of octadecanedioic acid with 1,1-dimethylethanol, typically using acid chlorides or other esterification agents. This process results in the formation of the ester, where the 1,1-dimethylethyl group acts as a protecting group for the acid functionality, making the ester more resistant to hydrolysis and degradation.

One notable application of octadecanedioic acid mono(1,1-dimethylethyl) ester is in the field of polymer chemistry. The compound is utilized as a monomer or additive in the production of various polymers and copolymers. The presence of the bulky tert-butyl group imparts desirable properties to the resulting polymers, such as increased thermal stability and resistance to chemical degradation. These properties are beneficial for manufacturing high-performance materials used in coatings, films, and adhesives.

In addition to its role in polymer chemistry, octadecanedioic acid mono(1,1-dimethylethyl) ester is also employed as an intermediate in the synthesis of other chemical compounds. Its stability and reactivity make it a valuable building block for creating complex organic molecules. This application extends to the pharmaceutical and agrochemical industries, where the ester is used in the development of various active ingredients and formulations.

Furthermore, the compound's properties are leveraged in the production of surfactants and plasticizers. The steric bulk of the 1,1-dimethylethyl group enhances the performance of surfactants by improving their efficiency and stability in different formulations. Similarly, its use as a plasticizer helps to modify the physical characteristics of polymers, such as flexibility and durability, making it suitable for various industrial applications.

Overall, octadecanedioic acid mono(1,1-dimethylethyl) ester is a significant compound in organic synthesis and materials science. Its unique structure and reactivity provide valuable benefits in polymer production, chemical synthesis, and industrial applications, highlighting its importance in modern chemistry.