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2-Methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester
[CAS# 811440-77-4]

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Identification
Classification Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
Name 2-Methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester
Synonyms (1-propan-2-ylcyclohexyl) 2-methylprop-2-enoate
Molecular Structure CAS # 811440-77-4, 2-Methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester, (1-propan-2-ylcyclohexyl) 2-methylprop-2-enoate
Molecular Formula C13H22O2
Molecular Weight 210.31
CAS Registry Number 811440-77-4
SMILES CC(C)C1(CCCCC1)OC(=O)C(=C)C
Properties
Solubility Very slightly soluble (0.19 g/L) (25 ºC), Calc.*
Density 0.93±0.1 g/cm3 (20 ºC 760 Torr), Calc.*
Boiling point 260.7±9.0 ºC (760 Torr), Calc.*
Flash point 102.8±16.1 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2017 ACD/Labs)
up Discovory and Applicatios
2-Methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester, commonly known as isobornyl methacrylate, is an important compound in the field of polymer chemistry. This methacrylic ester features a double bond that makes it highly reactive and suitable for various polymerization processes. Its discovery and development have opened new avenues for the synthesis of advanced materials, particularly in the coatings, adhesives, and plastics industries.

The compound was first synthesized in the early 1960s as part of a broader investigation into methacrylic monomers. Researchers sought to create materials with enhanced properties compared to those available at the time. The use of isobornyl groups in methacrylic esters provided a unique combination of flexibility, thermal stability, and chemical resistance, making them attractive for various applications.

One of the primary applications of 2-methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester is in the production of high-performance coatings. These coatings are characterized by their excellent adhesion, durability, and resistance to environmental degradation. The incorporation of this compound into polymer formulations allows for the development of coatings that can withstand harsh conditions, making them suitable for industrial applications such as automotive finishes, protective coatings for metal surfaces, and outdoor furniture.

In addition to coatings, this methacrylic ester is also utilized in the formulation of adhesives and sealants. Its unique chemical structure enhances the adhesion properties of these products, allowing them to bond effectively to various substrates, including plastics, metals, and glass. The versatility of 2-methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester makes it an essential ingredient in creating strong and durable adhesives that can be used in construction, automotive, and electronics applications.

Furthermore, the compound's reactivity enables it to participate in a variety of polymerization techniques, including free radical polymerization and UV-initiated polymerization. These processes allow for the rapid production of polymeric materials with tailored properties, such as specific hardness, flexibility, and transparency. This versatility is particularly valuable in the development of specialty plastics and composites used in consumer products, industrial applications, and medical devices.

Despite its widespread use, safety considerations related to 2-methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester have been the subject of ongoing research. As with many methacrylic compounds, there are potential risks associated with exposure during handling and processing. Therefore, manufacturers and researchers are continuously seeking to implement safety measures and develop safer alternatives where possible.

In conclusion, 2-methyl-2-propenoic acid 1-(1-methylethyl)cyclohexyl ester is a significant compound in the realm of polymer chemistry. Its discovery has paved the way for advancements in coatings, adhesives, and specialty plastics, making it a valuable component in various industries. Ongoing research into its properties and applications will likely continue to enhance its utility and ensure safety in its use.
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