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CAS 4358-88-7

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(±)-Ethyl mandelate

Description:
(±)-Ethyl mandelate is an organic compound that belongs to the class of mandelic acid esters. It is characterized by its chiral nature, existing as a racemic mixture of two enantiomers, which are the (R)- and (S)- forms. This compound typically appears as a colorless to pale yellow liquid with a pleasant, fruity odor. It is soluble in organic solvents such as ethanol and ether but has limited solubility in water. (±)-Ethyl mandelate is often used in organic synthesis and as a chiral building block in the production of pharmaceuticals and agrochemicals. Its structure features an ethyl group attached to the mandelic acid moiety, which contributes to its reactivity and utility in various chemical reactions, including esterification and asymmetric synthesis. Additionally, it has applications in flavor and fragrance industries due to its aromatic properties. Safety data indicates that it should be handled with care, as with many organic compounds, to avoid potential health hazards.
Formula:C10H12O3
InChI:InChI=1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3
InChI key:InChIKey=SAXHIDRUJXPDOD-UHFFFAOYSA-N
SMILES:C(C(OCC)=O)(O)C1=CC=CC=C1
Synonyms:
  • (±)-α-Hydroxybenzeneacetic acid ethyl ester
  • <span class="text-smallcaps">D</smallcap><smallcap>L</span>-Ethyl mandelate
  • <span class="text-smallcaps">D</smallcap><smallcap>L</span>-Mandelic acid ethyl ester
  • Benzeneacetic acid, alpha-hydroxy-, ethyl ester
  • Benzeneacetic acid, α-hydroxy-, ethyl ester
  • Ethyl 2-hydroxy-2-phenylacetate
  • Ethyl 2-phenyl-2-hydroxyacetate
  • Ethyl Hydroxy(Phenyl)Acetate
  • Ethyl amygdalate
  • Ethyl phenylglycolate
  • See more synonyms
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