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2-(2-Naphthyl)oxirane

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Identification
Molecular formula
C12H10O
CAS number
732-12-1
IUPAC name
2-(2-naphthyl)oxirane
State
State

At room temperature, 2-(2-Naphthyl)oxirane is usually in a liquid state, but it can form a crystalline solid under the right conditions, such as lower temperatures or higher concentrations.

Melting point (Celsius)
48.00
Melting point (Kelvin)
321.15
Boiling point (Celsius)
296.00
Boiling point (Kelvin)
569.15
General information
Molecular weight
170.21g/mol
Molar mass
170.2070g/mol
Density
1.2290g/cm3
Appearence

2-(2-Naphthyl)oxirane is typically a colorless to pale yellow liquid. It is known for forming crystalline solids upon cooling or under specific conditions. The compound possesses a distinctive aromatic odor due to the naphthyl group it contains.

Comment on solubility

Solubility of 2-(2-naphthyl)oxirane

2-(2-naphthyl)oxirane is a fascinating compound with distinct solubility characteristics that can be quite intriguing. As a member of the epoxide family, this compound is known for its unique chemical behavior, which significantly influences its solubility in different environments.

General Solubility Insights

In general, the solubility of 2-(2-naphthyl)oxirane can be evaluated as follows:

  • Solvent Compatibility: The compound tends to dissolve well in non-polar solvents, such as hexane and toluene, due to its hydrophobic naphthalene group.
  • Limited Water Solubility: 2-(2-naphthyl)oxirane is characterized by poor solubility in water. This is mainly due to the hydrophobic nature of the naphthyl group, which repels water molecules.
  • Influence of Temperature: Elevated temperatures generally enhance solubility in organic solvents but may not significantly alter its water solubility.

Key Factors Affecting Solubility

Several factors play a critical role in determining the solubility of this compound:

  • Molecular Structure: The presence of the naphthyl ring significantly influences solubility behavior.
  • Intermolecular Interactions: Van der Waals forces and π-π stacking can impact solubility in certain organic solvents.
  • Functional Groups: The epoxide group may interact with nucleophiles if the solubility is assessed in polar environments, affecting its overall behavior.

In conclusion, while 2-(2-naphthyl)oxirane exhibits interesting solubility properties in organic solvents, its hydrophobic nature restricts its solubility in water. Understanding these characteristics is crucial for applications in organic synthesis and material science.

Interesting facts

Interesting Facts about 2-(2-naphthyl)oxirane

2-(2-naphthyl)oxirane, commonly referred to as a specific type of epoxide or oxirane, is a fascinating compound with significant relevance in the field of organic chemistry. Here are some key points that make this compound particularly interesting:

  • Structural Significance: The presence of the naphthyl group brings unique electronic and steric properties, making the compound an interesting subject for studying reactions that involve ring-opening and functionalization.
  • Reactivity: As an epoxide, it is known for its high reactivity due to the strained three-membered ring. This makes it a valuable intermediate in various synthetic pathways, especially for creating diols and other functionalized compounds.
  • Synthetic Utility: 2-(2-naphthyl)oxirane is often used in the synthesis of pharmaceuticals and natural products, highlighting its importance in medicinal chemistry.
  • Applications in Polymer Science: Epoxides are commonly used as building blocks for the production of epoxide resins, which are essential materials in adhesives and coatings.
  • Research Interest: Its unique structure and reactivity make it a subject of ongoing research, particularly in the study of stereochemistry and asymmetric synthesis.

In a quote from a renowned chemist, "Epoxides, in their reactive glory, are the key to unlocking a world of synthetic possibilities." This perfectly encapsulates the potential and importance of compounds like 2-(2-naphthyl)oxirane in chemical research and application.

Overall, 2-(2-naphthyl)oxirane is not just a compound of academic interest; it represents the intersection of structure, reactivity, and application in the vast world of chemistry.

Synonyms
2-(naphthalen-2-yl)oxirane
DTXSID30943118
DTXCID801371496
864-450-7
RefChem:461585
20861-99-8
Oxirane, 2-(2-naphthalenyl)-
2-naphthalen-2-yloxirane
2-Naphthyloxirane
2-(2-naphthyl)oxirane
2-(Epoxyethyl)naphthalene
NAPHTHALENE, 2-(EPOXYETHYL)-
MFCD01712738
BRN 7166052
2-(2-naphthalenyl)-oxirane
SCHEMBL1119954
SCHEMBL29434698
LAGFFQGUWPDQNH-UHFFFAOYSA-N
AKOS000137054
SY175233
DS-022532
CS-0248992
EN300-42100
F87230
A1-42157
Z278165208