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Ethyl mandelate

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Identification
Molecular formula
C10H12O3
CAS number
93-15-2
IUPAC name
ethyl 2-hydroxy-2-phenyl-acetate
State
State

At room temperature, ethyl mandelate is a liquid. It is stable under normal conditions and tends to remain in liquid form unless subjected to temperature changes.

Melting point (Celsius)
-24.00
Melting point (Kelvin)
249.10
Boiling point (Celsius)
270.50
Boiling point (Kelvin)
543.70
General information
Molecular weight
180.21g/mol
Molar mass
180.2070g/mol
Density
1.1450g/cm3
Appearence

Ethyl mandelate appears as a colorless liquid. It typically has a characteristic fruity odor, resembling that of mandelic acid derivatives. The clarity and lack of color make it easily identifiable as a liquid.

Comment on solubility

Solubility of Ethyl 2-Hydroxy-2-Phenyl-Acetate

Ethyl 2-hydroxy-2-phenyl-acetate, with the chemical formula C10H12O3, exhibits distinct solubility characteristics that can be attributed to its molecular structure.

In general, this compound is considered to be:

  • Soluble in organic solvents: Ethyl 2-hydroxy-2-phenyl-acetate tends to dissolve well in non-polar and moderately polar organic solvents, such as ethyl acetate, ethanol, and chloroform.
  • Partially soluble in water: Given its ethyl ester group, it has some affinity for aqueous solutions, although the presence of the bulky phenyl group acts as a limiting factor for its solubility. As a result, it may show limited solubility in water at ambient temperatures.

Factors influencing its solubility include:

  • Temperature: Higher temperatures generally enhance the solubility of organic compounds in solvents.
  • pH of the solution: The presence of acidic or basic groups may modify solubility if the compound undergoes ionization.

Understanding the solubility of ethyl 2-hydroxy-2-phenyl-acetate is crucial for applications in organic synthesis and formulation development, as one might say, “A compound's solubility is its gateway to utility.”

Interesting facts

Interesting Facts about Ethyl 2-Hydroxy-2-Phenyl-Acetate

Ethyl 2-hydroxy-2-phenyl-acetate, also known as **ethyl phenylglycinate**, is a fascinating compound that captures the interest of chemists and students alike. This compound is not only significant in synthetic organic chemistry but also offers numerous applications in various industries.

Key Applications

  • Pharmaceuticals: Ethyl 2-hydroxy-2-phenyl-acetate is often utilized as an intermediate in the synthesis of various pharmacologically active compounds. Its unique structure allows for diverse modifications to generate new drug candidates.
  • Fragrance Industry: Due to its pleasant aroma, it finds a place in the fragrance formulations, adding essential notes to perfumes and personal care products.
  • Flavoring Agent: This compound is sometimes used in food products as a flavor enhancer, contributing to the overall sensory experience of various cuisines.

Chemical Properties and Behavior

This compound features a hydroxyl group, which is pivotal in its reactivity and solubility properties. The presence of the phenyl group enhances its aromatic characteristics, making it particularly interesting for studies involving aromatic compounds.

Why Study Ethyl 2-Hydroxy-2-Phenyl-Acetate?

For students and budding chemists, ethyl 2-hydroxy-2-phenyl-acetate serves as a great example of how functional groups can influence the properties and reactivity of chemical compounds. Learning about its synthesis and application can bolster understanding of organic reactions, functional group interactions, and real-world applications of organic compounds.

Ultimately, the study of ethyl 2-hydroxy-2-phenyl-acetate opens up numerous avenues for exploration in both academic and industrial fields, solidifying its role as a noteworthy compound in the world of chemistry.

Synonyms
ETHYL MANDELATE
774-40-3
Ethyl phenylglycolate
DL-MANDELIC ACID ETHYL ESTER
Mandelic acid, ethyl ester
Mandelsaeureaethylester
NSC 5307
Mandelsaeureaethylester [German]
EINECS 212-263-0
Benzeneacetic acid, alpha-hydroxy-, ethyl ester
BRN 0975233
DTXSID6057829
AI3-01643
Benzeneacetic acid, .alpha.-hydroxy-, ethyl ester
DTXCID7031618
2-10-00-00121 (Beilstein Handbook Reference)
Benzeneacetic acid, alpha-hydroxy-, ethyl ester (9CI)
CHEBI:78407
Benzeneacetic acid, alphahydroxy, ethyl ester
Benzeneacetic acid, alphahydroxy, ethyl ester (9CI)
212-263-0
610-127-9
(+-)-ethyl mandelate
inchi=1/c10h12o3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11h,2h2,1h
4358-88-7
ethyl 2-hydroxy-2-phenylacetate
(+)-Ethyl Mandelate
Ethyl hydroxy(phenyl)acetate
Ethyl dl-mandelate
(+/-)-Ethyl mandelate
CHEBI:38750
NSC-5307
MFCD00004494
Ethyl hydroxy(phenyl)acetate #
Ethyl2-Hydroxy-2-phenylacetate
MFCD00064248
MFCD00064249
Ethyl (+-)-alpha-hydroxybenzeneacetate
WLN: QYR&VO2
Benzeneacetic acid, alpha-hydroxy-, ethyl ester, (R)-
Benzeneacetic acid, .alpha.-hydroxy-, ethyl ester, (R)-
Ethyl mandelate, (+/-)-
SCHEMBL279960
CHEMBL165662
Ethyl alpha-hydroxyphenylacetate
HB863RG3P8
Benzeneacetic acid, alpha-hydroxy-, ethyl ester, (+-)-
Ethyl alpha-hydroxybenzeneacetate
NSC5307
ethyl 2-oxidanyl-2-phenyl-ethanoate
Tox21_113879
AKOS008952825
HY-W027038
Hydroxy-Phenyl-Acetic Acid Ethyl Ester
NCGC00253766-01
AC-19778
Benzeneacetic acid,a-hydroxy-,ethyl ester
CAS-774-40-3
SY017475
SY017476
2-hydroxy-2-phenylacetic acid ethyl ester
Mandelic acid ethyl ester ;Ethyl mandelate
alpha-Hydroxybenzeneacetic acid, Ethyl ester
DB-016157
CS-0071062
M0039
NS00022776
N10371
A826337
SR-01000944728
SR-01000944728-1
Q27117972
F0001-1997