CAS 99395-88-7 2-Oxazolidinone, 4-phenyl-, (4S)- (HCID 730424)

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Basic information

CAS: 99395-88-7
Standard SMILES: O=C1N[C@@H](c2ccccc2)CO1
InChIKey: QDMNNMIOWVJVLY-MRVPVSSYSA-N
Molecular formula: C9H9NO2
Average molar mass: 163.17 g/mol
Monoisotopic mass: 163.06332853

Names & identifiers

Preferred name: 2-Oxazolidinone, 4-phenyl-, (4S)-
IUPAC: (4S)-4-phenyl-1,3-oxazolidin-2-one
English name: (S)-(+)-4-Phenyl-2-oxazolidinone
Molecular formula: C9H9NO2
Molecular weight: 163.17

Names & synonyms

99395-88-7(S)-(+)-4-Phenyl-2-oxazolidinone(4S)-4-phenyloxazolidin-2-one2-Oxazolidinone, 4-phenyl-, (4S)-(S)-Poz(4S)-4-phenyl-2-oxazolidinoneDJ3K4V6J29(+)-4-phenyl-2-oxazolidinone2-Oxazolidinone, 4-phenyl-, (S)-RefChem:477433(S)-4-Phenyloxazolidin-2-one(s)-4-phenyl-2-oxazolidinone

Show more names

S-POZS-POAS-4-PHENYL-OXAZOLIDIN-2-ONE(S)-4-Phenyl-2-0xazolidinoneSPOXARBA-035Ezetimide Inter.

(4S)-4-phenyl-1,3-oxazolidin-2-one86217-38-1MFCD00043396(S)-4-phenyloxazolidinoneSCHEMBL4562(S)-4-Phenyl-oxazolidin-2-onDTXSID10912726CS-0031471

Database identifiers

CAS: 99395-88-7
PubChem CID: 730424
DTXSID: DTXSID10912726
UNII: DJ3K4V6J29
EC Number: 619-429-5
Nikkaji: J616.889B

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 175

Physicochemical properties

Melting point: 129 · 129-132 °C(lit.)
alpha: 49.5 · 49.5 º (c=2, CHCl3)
Boiling point: 290.25 °C · 290.25°C (rough estimate)
Density: 1.2021 · 1.2021 (rough estimate)
refractive index: 72 ° · 72 ° (C=1, AcOEt)
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 12.05 · 12.05±0.40(Predicted)
form: Crystalline Powder
color: White
optical activity: 20 · [α]20/D +48°, c = 2 in chloroform
BRN: 131918 · 131918
InChI: InChI=1S/C9H9NO2/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,10,11)/t8-/m1/s1
InChIKey: QDMNNMIOWVJVLY-MRVPVSSYSA-N
SMILES: O1C[C@H](C2=CC=CC=C2)NC1=O

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 13 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (84.6%)

Safety data

F: 3-9
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29349990
risk_code: 12-36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,F+
safety_code: 24/25-33-26-16-7/9
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Precautionary statements: P501-P270-P264-P301+P312+P330

Chemistry & industry

Applications · 3 items

UsesEzetimibe intermediate

UsesVersatile chiral auxiliary for asymmetric synthesis which is easily recycled under mild conditions, thus enhancing its commercial potential. For a recent review, see Aldrichimica Acta .

UsesS)-4-Phenyl-2-oxazolidinone is an intermediate for the synthesis and development for cholesterol absorption inhibitor AZD4121.