Dihydrodicyclopentadienyl acrylate
[CAS# 12542-30-2]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: Dihydrodicyclopentadienyl acrylate
• Synonyms: Hexahydro-4,7-methano-1H-indenyl acrylate
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26
• CAS Registry Number: 12542-30-2
• EC Number: 235-697-2
• SMILES: C=CC(=O)OC1C=CC2C1C3CCC2C3

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.545, Calc.^*
• Boiling Point: 278.5±19.0 °C (760 mmHg), Calc.^*
• Flash Point: 111.7±18.9 °C, Calc.^*

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

Safety Data

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319

Discovery and Applications

Dihydrodicyclopentadienyl acrylate is an intriguing chemical compound known for its distinctive structure and valuable applications in polymer chemistry and material science. This compound features an acrylate functional group attached to a dihydrodicyclopentadienyl moiety, combining the reactivity of acrylates with the unique properties of the dicyclopentadiene structure.

The discovery of dihydrodicyclopentadienyl acrylate can be traced back to the exploration of functionalized acrylates and their potential applications in creating novel polymer networks. The synthesis of this compound typically involves the reaction of dihydrodicyclopentadiene with an acrylic acid derivative, leading to the formation of the acrylate ester. This process highlights the compound’s potential for incorporation into various polymerization reactions.

One of the primary applications of dihydrodicyclopentadienyl acrylate is in the development of high-performance polymers. The compound is used as a monomer in the production of crosslinked polymer networks, which are essential for creating materials with enhanced mechanical properties and chemical resistance. The dicyclopentadiene unit contributes to the rigidity and stability of the polymer, while the acrylate group facilitates crosslinking and polymerization.

In addition to its role in polymer chemistry, dihydrodicyclopentadienyl acrylate finds applications in coatings and adhesives. Its ability to form strong, durable networks makes it suitable for use in high-performance coatings that require resistance to environmental factors such as moisture and UV radiation. The compound is also employed in adhesives that require excellent bonding strength and durability.

The compound’s unique structure also makes it valuable in the development of advanced materials. For example, dihydrodicyclopentadienyl acrylate can be used in the synthesis of composite materials where its properties can be tuned to achieve specific performance characteristics. These materials are utilized in various industries, including automotive, aerospace, and electronics, where high-strength and lightweight properties are crucial.

Despite its advantageous properties, the use of dihydrodicyclopentadienyl acrylate must be carefully managed due to its reactive nature. Proper safety protocols are necessary to handle the compound safely in both laboratory and industrial settings.

Overall, dihydrodicyclopentadienyl acrylate represents a valuable compound in polymer chemistry and materials science. Its ability to form robust polymer networks and advanced materials underscores its significance in various industrial applications.

References

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