2-Oxazolidinone, 5,5-dimethyl-4-phenyl-, (4S)-


Chemical Name: 2-Oxazolidinone, 5,5-dimethyl-4-phenyl-, (4S)-
CAS Number: 168297-84-5
Product Number: AG001XZU(AGN-PC-0O4RQ1)
Synonyms:
MDL No:
Molecular Formula: C11H13NO2
Molecular Weight: 191.2264

Identification/Properties


Properties
MP:
155-159 °C
BP:
383.2 °C at 760 mmHg
Storage:
Inert atmosphere;2-8℃;
Form:
Solid
Computed Properties
Molecular Weight:
191.23g/mol
XLogP3:
1.9
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
2
Rotatable Bond Count:
1
Exact Mass:
191.095g/mol
Monoisotopic Mass:
191.095g/mol
Topological Polar Surface Area:
38.3A^2
Heavy Atom Count:
14
Formal Charge:
0
Complexity:
231
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
1
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

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NMR Spectrum


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Chemical Structure



(S)-5,5-Dimethyl-4-phenyl-2-oxazolidinone is a highly versatile compound widely used in various chemical synthesis processes. This chiral oxazolidinone derivative plays a crucial role as a chiral auxiliary in asymmetric transformations, particularly in the synthesis of enantiomerically pure molecules. Its unique stereochemistry and reactive functional groups make it a valuable tool in controlling the stereochemistry of organic reactions.In chemical synthesis, (S)-5,5-Dimethyl-4-phenyl-2-oxazolidinone can be utilized as a resolving agent for racemic mixtures, enabling the separation of enantiomers. It also serves as a key building block for the synthesis of biologically active compounds, pharmaceuticals, agrochemicals, and materials with specific chirality requirements. Additionally, this compound can act as a ligand in transition metal-catalyzed reactions, facilitating the construction of complex molecules with high stereoselectivity.Overall, the application of (S)-5,5-Dimethyl-4-phenyl-2-oxazolidinone in chemical synthesis offers a powerful strategy for achieving enantioselective transformations and accessing enantiomerically pure products in a wide range of synthetic endeavors.