tert-Butyl hydrogen hexadecanedioate
[CAS# 843666-27-3]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester
• Name: tert-Butyl hydrogen hexadecanedioate
• Synonyms: Hexadecanedioic acid mono(1,1-dimethylethyl) ester
• Molecular Formula: C₂₀H₃₈O₄
• Molecular Weight: 342.51
• CAS Registry Number: 843666-27-3
• EC Number: 800-108-5
• SMILES: CC(C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)O

Properties

• Solubility: Insoluble (2.9E^-3 g/L) (25 °C), Calc.^*
• Density: 0.959±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Index of Refraction: 1.462, Calc.^*
• Boiling Point: 444.6±18.0 °C (760 mmHg), Calc.^*
• Flash Point: 141.8±14.7 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H332
• Safety 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	H332
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H312

Discovery and Applications

tert-Butyl hydrogen hexadecanedioate is an organic compound with the molecular formula C18H34O4, classified as an ester. This compound features a hexadecanedioic acid moiety, which is a dicarboxylic acid containing a long-chain alkyl group, esterified with tert-butyl alcohol. The discovery of tert-butyl hydrogen hexadecanedioate can be traced back to research in organic chemistry focusing on the synthesis of esters from fatty acids and alcohols. Over the past few decades, the study of esters has gained importance due to their utility in various applications, particularly in the fields of materials science and organic synthesis.

One of the primary applications of tert-butyl hydrogen hexadecanedioate is in the development of polyesters and polymeric materials. Due to the presence of the long-chain hexadecanedioate component, the resulting polymers exhibit enhanced properties such as flexibility, thermal stability, and hydrophobicity. These characteristics make them suitable for use in coatings, adhesives, and plasticizers, which are essential in various industrial applications.

In addition to its role in polymer synthesis, tert-butyl hydrogen hexadecanedioate serves as a valuable intermediate in organic synthesis. It can participate in various chemical reactions, including transesterification and esterification, to produce other functionalized esters or polymers. Its reactivity makes it an important building block in the synthesis of bioactive compounds, fine chemicals, and pharmaceutical intermediates.

The compound's unique properties also render it suitable for applications in the food and cosmetic industries. As a food additive, tert-butyl hydrogen hexadecanedioate can be used as an emulsifier or stabilizer, helping to enhance the texture and shelf-life of various products. In cosmetics, it may be utilized for its emollient properties, contributing to the formulation of lotions, creams, and other personal care items.

Despite its utility, handling tert-butyl hydrogen hexadecanedioate requires caution due to potential health risks. It may cause irritation upon contact with skin or eyes and should be handled in a well-ventilated area with appropriate personal protective equipment. Following safety protocols is essential to minimize exposure during laboratory or industrial use.

In summary, tert-butyl hydrogen hexadecanedioate is a significant compound with a history rooted in the study of esters and organic synthesis. Its diverse applications in materials science, organic synthesis, food, and cosmetic industries highlight its importance across various fields. Ongoing research into the properties and potential applications of this compound continues to reveal new opportunities for its use in innovative products and processes.

References

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