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Isobornyl acrylate

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Identification
Molecular formula
C13H18O2
CAS number
5888-33-5
IUPAC name
2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate
State
State

Isobornyl acrylate is typically a liquid at room temperature. It is a monomer that is used in the formulation of adhesives and coatings.

Melting point (Celsius)
-52.00
Melting point (Kelvin)
221.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
180.25g/mol
Molar mass
180.2510g/mol
Density
1.0100g/cm3
Appearence

Isobornyl acrylate is a colorless, crystalline solid that may also appear as a clear liquid depending on the purity and conditions such as temperature.

Comment on solubility

Solubility of 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate

The solubility of 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate can be characterized by various factors that influence how this compound interacts with solvents. Understanding these aspects helps in predicting its behavior in different environments.

  • Polarity: The polarity of a compound significantly affects its solubility. Since 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate has both polar and non-polar characteristics, it tends to be more soluble in organic solvents than in water.
  • Solvent Type: This compound may dissolve well in non-polar or weakly polar solvents such as:
    • Benzene
    • Toluene
    • Chloroform
  • Temperature: Temperature can greatly influence solubility. Generally, an increase in temperature can enhance the solubility of organic compounds in non-polar solvents.
  • Concentration Effects: The solubility can also be influenced by concentration levels, where higher concentrations can lead to different behaviors based on the solvent's capacity.

In conclusion, while 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate displays limited solubility in polar solvents, its compatibility with organic solvents provides useful insight for applications. As with many organic compounds, performing solubility tests in the desired solvent is essential for practical applications.

Interesting facts

Interesting Facts about 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate

2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate is a fascinating compound that showcases the complexity of bicyclic structures in organic chemistry. Here are some intriguing points about this unique molecule:

  • Bicyclic Nature: The compound features a bicyclic framework known as bicyclo[2.2.1], which means it contains two fused rings that greatly influence its chemical behavior and reactivity.
  • Functional Group Diversity: The presence of both a prop-2-enoate group and an alkene highlights the diversity of functional groups, providing many opportunities for reactions such as polymerization and esterification.
  • Applications: Compounds like this one can serve as intermediates in the synthesis of more complex organic molecules, contributing significantly to fields such as pharmaceuticals, agrochemicals, and materials science.
  • Regioselectivity: The specific arrangement of double bonds and substituents leads to unique regioselectivity in chemical reactions, making it an interesting candidate for exploring synthetic pathways.
  • Cyclic Molecules: The unique structure can influence sterics and electronics, leading to interesting properties that chemists can exploit in reaction mechanisms.

Research on compounds like 2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate helps illustrate the relationship between molecular structure and reactivity. As the renowned chemist Linus Pauling once said, "The structure of a substance is fundamental to its properties." Understanding such compounds opens doors to innovative synthetic strategies and applications in various scientific fields.

Synonyms
95-39-6
2-Propenoic acid, bicyclo[2.2.1]hept-5-en-2-ylmethyl ester
bicyclo[2.2.1]hept-5-en-2-ylmethyl prop-2-enoate
2-bicyclo[2.2.1]hept-5-enylmethyl prop-2-enoate
2-Propenoic acid, bicyclo(2.2.1)hept-5-en-2-ylmethyl ester
{bicyclo[2.2.1]hept-5-en-2-yl}methyl prop-2-enoate
SCHEMBL85983
5-norbornene-2-methanol acrylate
DTXSID40861697
IEOVKCGOIXZDRK-UHFFFAOYSA-N
DB-253454
NS00041071