4-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-

HCID 853161

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Basic information

CAS: 16251-45-9
Standard SMILES: C[C@@H]1NC(=O)O[C@@H]1c1ccccc1
InChIKey: PPIBJOQGAJBQDF-CBAPKCEASA-N
Molecular formula: C10H11NO2
Average molar mass: 177.2 g/mol
Monoisotopic mass: 177.07897859

Names & identifiers

Preferred name: 4-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-
IUPAC: (4S,5R)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
English name: (4S,5R)-(-)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
Molecular formula: C10H11NO2
Molecular weight: 177.2

Names & synonyms

16251-45-9(4S,5R)-(-)-4-Methyl-5-phenyl-2-oxazolidinone(4S,5R)-4-methyl-5-phenyl-1,3-oxazolidin-2-one2-Oxazolidinone, 4-methyl-5-phenyl-, (4S,5R)-4KSX5DI61K4-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-2-Oxazolidinone, 4-methyl-5-phenyl-, (4S-cis)-2-Oxazolidinone, 4-methyl-5-phenyl-, (4S,5R)-(-)-RefChem:525356846-836-7(4S,5R)-4-Methyl-5-phenyloxazolidin-2-oneMFCD00066226

Show more names

(4S,5R)-(-)-4-Methyl-5-phenyl-2-oxazolidinone 99%TB-2041(4S,5R)-(-)-4-Methyl-5-Phenyl-2-(4S,5R)-(-)-4-METHYL-5-PHENYLOXAZOLIDIN-5R)-(-)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE(4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidone2-Oxazolidinone, 4-Methyl-5-Phenyl-,(4S-Cis-(4S,5R)-(-)-4-METHYL-5-PHENYLOXAZOLIDIN-2-ONE

28044-22-6(4S,5r)-4-methyl-5-phenyl-2-oxazolidinone2-Oxazolidinone, 4-methyl-5-phenyl-, cis-cis-4-Methyl-5-phenyloxazolidin-2-one4-Methyl-5-phenyl-2-oxazolidinone, cis-PZO2G7843G(4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one2-Oxazolidinone, 4-methyl-5-phenyl-, (4R,5S)-rel-

Database identifiers

CAS: 16251-45-9、28044-22-6、77943-39-6
PubChem CID: 853161
DTXSID: DTXSID40864668
UNII: 4KSX5DI61K、PZO2G7843G
EC Number: 846-836-7
Nikkaji: J411.517A

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 199

Physicochemical properties

Melting point: 121 · 121-123 °C(lit.)
Boiling point: 309.12 °C · 309.12°C (rough estimate)
Density: 1.1607 · 1.1607 (rough estimate)
refractive index: 1.5168 · 1.5168 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 12.35 · 12.35±0.60(Predicted)
form: solid
color: Off-white
optical activity: 25 · [α]25/D 168°, c = 2 in chloroform
InChI: InChI=1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m0/s1
InChIKey: PPIBJOQGAJBQDF-CBAPKCEASA-N
SMILES: O1[C@H](C2=CC=CC=C2)[C@H](C)NC1=O
CAS DataBase Reference: 16251 · 16251-45-9(CAS DataBase Reference)
FDA UNII: 4 KSX5DI61K · 4KSX5DI61K
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335-H412
Precautionary statements: 261 · P261-P273-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25-25-24
WGK Germany: 3 · 3
HS Code: 29269090 · 29269090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29269090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25-25-24
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335-H412
Precautionary statements: P261-P273-P305+P351+P338

Chemistry & industry

Applications

Uses(4S,5R)-(-)-4-Methyl-5-phenyl-2-oxazolidinone may be used to synthesize (4S,5R)-N-tert-butyloxycarbonyl)-4-methyl-5-carboxy-2-oxazolidinone and (+)-pumiliotoxin B.