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Epoxymyrcenol Acetate

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Identification
Molecular formula
C14H22O3
CAS number
60751-00-2
IUPAC name
[(1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate
State
State

At room temperature, Epoxymyrcenol Acetate is a liquid. It is used in various fragrance and flavor applications due to its stability and pleasant odor profile.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
214.00
Boiling point (Kelvin)
487.15
General information
Molecular weight
242.32g/mol
Molar mass
242.3190g/mol
Density
0.9505g/cm3
Appearence

Epoxymyrcenol Acetate appears as a colorless to pale yellow liquid. It is an ester with a pleasant, fruity aroma that is typically produced synthetically or found in various essential oils.

Comment on solubility

Solubility of [(1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate

The solubility of the compound [(1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate can be influenced by various factors. Given its complex structure, the solubility can vary significantly in different solvents.

Key Factors Affecting Solubility:

  • Polarity of Solvent: Like dissolves like; thus, polar solvents such as water may not dissolve this non-polar compound effectively.
  • Temperature: Generally, increasing temperature can enhance solubility for many organic compounds.
  • Structure: The intricate stereochemistry and functional groups present can create steric hindrance, impacting solubility.

It is often noted that:

"The solubility of organic compounds is frequently a result of their molecular interactions with solvent molecules."

In conclusion, due to the specific chemical structure of this acetate derivative, its solubility might be limited in water but could be more favorable in organic solvents such as ethanol or dichloromethane. As always, empirical testing is essential to determine the exact solubility profile of such complex compounds.

Interesting facts

Interesting Facts About the Compound

The compound with the lengthy name of [(1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate showcases both the complexity and beauty of organic chemistry. As one delves into this intricate structure, several fascinating aspects become apparent:

  • Stereochemistry: This compound features multiple stereocenters, which presents unique challenges and possibilities in synthesis. Understanding its stereochemistry is crucial for predicting reactivity and potential biological activity.
  • Natural Occurrence: Compounds like this are often derived from natural sources, including plants and fungi. Their intriguing structures frequently contribute to their advantages in medicinal chemistry.
  • Functional Groups: The presence of both a spirocyclic structure and an epoxide suggest a variety of reactivity patterns, making it a valuable subject of study in organic synthesis.
  • Applications: This compound could potentially be explored for use in perfumes and fragrances, given the trend of incorporating complex organic molecules to create pleasant aromas.
  • Research Potential: As a complex organic molecule, it opens avenues for synthesis in academic and pharmaceutical research, possibly leading to new derivatives with enhanced properties.

In the words of a fellow chemist, “The beauty of organic molecules lies not just in their structures but in their stories—the stories that unfold in labs striving for innovation.” This compound exemplifies such a story, where understanding its nuances can lead to groundbreaking discoveries.

For chemistry enthusiasts, the challenge of synthesizing and characterizing such a compound provides a thrilling opportunity to refine their skills and contribute to the expansive field of organic chemistry.

Synonyms
Trichodermin
Trichoderonin
NSC 73846
NSC 267033
Trichothec-9-en-4-ol, 12,13-epoxy-, acetate
TRICHODERMIN [MI]
WF22557W91
WG 696
Trichothec-9-en-4-ol, 12,13-epoxy-, acetate, (4.beta.)-
DTXSID701017605
NSC-73846
WG-696
NSC-267033
[(1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate
12,13-Epoxytrichothec-9-en-4-ol acetate
Trichothec-9-en-4-ol, 12,13-epoxy-, acetate, (4beta)-
4beta-aceoxy-12,13-epoxytrichothec-9-ene
CHEBI:9688
((1S,2R,7R,9R,11R,12S)-1,2,5-trimethylspiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-11-yl) acetate
1',2',5'-trimethyl-8'-oxaspiro(oxirane-2,12'-tricyclo(7.2.1.02,7)dodecan)-5'-en-11'-yl acetate
1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.02,7]dodecan]-5'-en-11'-yl acetate
Trichothec-9-en-4beta-ol, 12,13-epoxy-,, acetate
DTXCID601475789
Trichothec-9-en-4beta-ol, 12,13-epoxy-,, acetate (8CI)
((1s,2r,7r,9r,11r,12r)-1,2,5-trimethylspiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-11-yl) acetate
[(1s,2r,7r,9r,11r,12r)-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate
12,13-epoxytrichothec-9-en-4beta-yl 4-fluorobenzoate
4682-50-2
ND 8
NSC73846
NSC267033
UNII-WF22557W91
CHEMBL4463552
NSC790706
NSC-790706
Q256431
Trichothec-9-en-4beta-ol, 12,13-epoxy-, acetate
[(2S)-trimethylspiro[[?]-2,2'-oxirane]yl] acetate