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Ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate

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Identification
Molecular formula
C13H14O3
CAS number
93917-61-6
IUPAC name
ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate
State
State

At room temperature, ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate is typically found in a liquid state.

Melting point (Celsius)
-48.70
Melting point (Kelvin)
224.45
Boiling point (Celsius)
278.50
Boiling point (Kelvin)
551.65
General information
Molecular weight
218.25g/mol
Molar mass
218.2510g/mol
Density
1.1973g/cm3
Appearence

Ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate appears as a colorless to pale yellow liquid. It possesses a pleasant aromatic odor.

Comment on solubility

Solubility of Ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate

Ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate, a compound with intriguing structural features, exhibits specific solubility characteristics worth exploring. The solubility of this compound can be influenced by various factors, including:

  • Polarity: Due to the presence of both an oxirane ring and a carboxylate group, this molecule may show some polarity, likely resulting in moderate solubility in polar solvents.
  • Hydrogen Bonding: The carboxylate functional group can engage in hydrogen bonding, which can enhance solubility in water and other hydrogen-bonding solvents.
  • Alkyl Chains: The ethyl and methyl substituents may contribute to its lipophilicity, potentially affecting its solubility in non-polar solvents.

Overall, one can summarize:

  1. This compound is expected to be soluble in polar solvents due to its hydrogen-bonding capabilities.
  2. Solubility in non-polar solvents might be limited, though the presence of alkyl groups may provide some compatibility.
  3. Always consider the solvent system when testing for solubility, as the interactions between the solvent and the solute are critical.

In conclusion, the solubility of ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate can be largely dependent on the polarity of the solvent used, making it essential for practical applications in chemistry to assess the solubility under the conditions relevant to its use.

Interesting facts

Interesting Facts about Ethyl 3-Methyl-3-Phenyl-Oxirane-2-Carboxylate

Ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate is a fascinating compound with several intriguing aspects that chemists and students alike find worthwhile to explore:

  • Oxirane Structure: This compound features an oxirane (or epoxide) ring, which is a three-membered cyclic ether that is highly reactive. Its reactivity makes it an essential intermediate in organic synthesis, allowing the formation of more complex molecules.
  • Synthesis Applications: The presence of functional groups in ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate opens doors to various synthetic pathways. It can be utilized in the synthesis of pharmaceuticals, agrochemicals, and other valuable organic compounds.
  • Chirality: The compound showcases a chiral center, which can lead to the formation of two enantiomers. The study of these enantiomers is crucial in medicinal chemistry since the biological activity of a drug can significantly differ between them due to interactions with chiral biological macromolecules.
  • Biological Relevance: Compounds containing oxirane groups, like ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate, have demonstrated notable roles in various biological systems. They can participate in enzyme-catalyzed reactions and offer insights into metabolic pathways.
  • Colorful Chemistry: The compound can be involved in various colorimetric reactions. Understanding how different substituents affect color changes can lead to practical applications in sensors and indicators.

In summary, ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate is not just another organic compound; it embodies the complex relationships between structure, reactivity, and utility in diverse scientific realms. Its study not only enriches our understanding of organic chemistry but also enhances our ability to innovate in the fields of drug development and materials science.

Synonyms
77-83-8
Ethyl 3-methyl-3-phenylglycidate
ETHYL METHYLPHENYLGLYCIDATE
ethyl 3-methyl-3-phenyloxirane-2-carboxylate
Strawberry aldehyde
Fraeseol
Aldehyde C-16
EMPG
Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
C-16 aldehyde
Ethyl(methylphenyl)glycidate
Ethyl-3-methyl-3-phenylglycidate
3-Methyl-3-phenylglycidic acid ethyl ester
Aldehyde C16
Ethyl 2,3-epoxy-3-phenylbutyrate
Phenylmethylglycidic ester
3-Methyl-3-phenylglycidic acid, ethyl ester
Ethyl 2,3-epoxy-3-methyl-3-phenylpropionate
Ethyl ester of 2,3-epoxy-3-phenylbutanoic acid
Ethyl 3-methyl-3-phenyloxiranecarboxylate
cis-Ethyl 3-methyl-3-phenylglycidate
2,3-Epoxy-3-phenylbutyric acid, ethyl ester
Ethyl 2,3-epoxy-2-methyl-3-phenylpropionate
Ethyl alpha,beta-epoxy-beta-methylhydrocinnamate
Ethyl alpha,beta-epoxy-beta-methylphenylpropionate
Butanoic acid, 2,3-epoxy-3-phenyl-, ethyl ester
alpha,beta-Epoxy-beta-methylhydrocinnamic acid, ethyl ester
DTXSID8020591
3-Methyl-3-phenyloxiranecarboxylic acid, ethyl ester
DTXCID60591
Ethyl 3-Methyl-3-phenylglycidate (mixture of isomers)
2-Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
19464-95-0
CAS-77-83-8
FEMA No. 2444
CCRIS 2624
HSDB 1150
EINECS 201-061-8
NSC 27905
UNII-UD51D5KR4A
BRN 0012299
Fraise pure
AI3-02458
3-METHYL-3-PHENYL GLYCIDIC ACID ETHYL ESTER
MFCD00022338
Ethyl beta-methyl-beta-phenylglycidate
.alpha., ethyl ester
Hydrocinnamic acid, alpha,beta-epoxy-beta-methyl-, ethyl ester
Ethyl 3-methyl-3-phenyl-2-oxiranecarboxylate
EC 201-061-8
ethyl 3-methyl-3-phenyl-oxirane-2-carboxylate
Aldehyde C16 (misleading)
UD51D5KR4A
5-18-06-00385 (Beilstein Handbook Reference)
SCHEMBL113313
CHEMBL1890407
ethyl-3-methyl-3-phenylglycidat
FEMA 2444
CHEBI:173581
NSC27905
WLN: T3OTJ B1 BR& CVO2
Tox21_201315
Tox21_302960
NSC-27905
NSC251076
AKOS003594454
FE40792
Ethyl beta -methyl-beta -phenylglycidate
NCGC00090843-01
NCGC00090843-02
NCGC00256593-01
NCGC00258867-01
AC-13777
Oxiranecarboxylic acid, ethyl ester, cis-
DS-001135
2,3-Epoxy-3-phenylbutyric Acid Ethyl Ester
E0873
NS00008897
2, 3-Epoxy-3-phenylbutyric acid, ethyl ester
EN300-699658
F88256
cis-3-Methyl-3-phenylglycidic acid, ethyl ester
cis-3-Phenyl-3-methylglycidic acid, ethyl ester
Q411450
3-methyl-3-phenyl-oxiranecarboxylic acid ethyl ester
Ethyl 3-methyl-3-phenyl-2-oxiranecarboxylate, cis-
Ethyl alpha ,beta -epoxy-beta -methylhydrocinnamate
Ethyl 3-methyl-3-phenylglycidate, >=98%, FCC, FG
ETHYL 3-METHYL-3-PHENYLGLYCIDATE, CIS + TRANS
Ethyl .alpha.,.beta.-epoxy-.beta.-methylhydrocinnamate
F0001-1977
Hydrocinnamic acid,.beta.-epoxy-.beta.-methyl-, ethyl ester
Hydrocinnamic acid, .alpha.,.beta.-epoxy-.beta.-methyl-, ethyl ester
Hydrocinnamic acid,.beta.-epoxy-.beta.-methyl-, ethyl ester, stereoisomer
Hydrocinnamic acid, .alpha.,.beta.-epoxy-.beta.-methyl-, ethyl ester, stereoisomer