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Home> Encyclopedia >Pharmaceutical Intermediates>Other Auxiliary Agent>Organic Intermediate
(S)-(+)-4-Phenyl-2-oxazolidinone structure
(S)-(+)-4-Phenyl-2-oxazolidinone structure

(S)-(+)-4-Phenyl-2-oxazolidinone

Iupac Name:(4S)-4-phenyl-1,3-oxazolidin-2-one
CAS No.: 99395-88-7
Molecular Weight:163.17326
Modify Date.: 2022-11-01 09:57
Introduction: S)-4-Phenyl-2-oxazolidinone is an intermediate for the synthesis and development for cholesterol absorption inhibitor AZD4121. View more+
1. Names and Identifiers
1.1 Name
(S)-(+)-4-Phenyl-2-oxazolidinone
1.2 Synonyms

(+)-4-Phenyl-2-oxazolidinone (4S)-4-PHENYL-1,3-OXAZOLIDIN-2-ONE (4S)-4-Phenyl-2-oxazolidinone (4S)-4-Phenyloxazolidin-2-one (4S)-PHENYL-2-OXAZOLIDINONE (S)-(+)-4-PHENYLOXAZOLIDIN-2-ONE (S)-4-Phenyl-1,3-oxazolidin-2-one (S)-4-Phenyl-2-oxazolidinone (S)-PH-OXAZOLIDINONE (S)-POZ 2-Oxazolidinone, 4-phenyl-, (4S)- 2-Oxazolidinone, 4-phenyl-, (S)- 4-S-PHENYL-OXAZOLIDIN-2-ONE L-(+)-4-(4S)-PHENYLOXAZOLIDINONE S-POA SPOX

1.3 CAS No.
99395-88-7
1.4 CID
730424
1.5 EINECS(EC#)
619-429-5
1.6 Molecular Formula
C9H9NO2 (isomer)
1.7 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
1.8 InChkey
QDMNNMIOWVJVLY-MRVPVSSYSA-N
1.9 Canonical Smiles
C1C(NC(=O)O1)C2=CC=CC=C2
1.10 Isomers Smiles
C1[C@@H](NC(=O)O1)C2=CC=CC=C2
2. Properties
2.1 Density
1.195
2.1 Melting point
130-133℃
2.1 Boiling point
407 °C at 760 mmHg
2.1 Refractive index
72 ° (C=1, AcOEt)
2.1 Flash Point
200 °C
2.1 Precise Quality
163.06300
2.1 PSA
38.33000
2.1 logP
1.79630
2.1 Appearance
white crystalline powder
2.2 Storage
Ambient temperatures.
2.3 Chemical Properties
white to light yellow crystal powde
2.4 Color/Form
Solid
2.5 pKa
12.05±0.40(Predicted)
2.6 StorageTemp
Store at 0-5°C
3. Use and Manufacturing
3.1 Usage
S)-4-Phenyl-2-oxazolidinone is an intermediate for the synthesis and development for cholesterol absorption inhibitor AZD4121.
4. Safety and Handling
4.1 Hazard Codes
Xi; F+
4.1 Risk Statements
R12
4.1 Safety Statements
S24/25
4.1 WGK Germany
3
4.1 Specification

The (4S)-4-Phenyl-2-oxazolidinone, with the cas registry number 99395-88-7, has the systematic name of (4S)-4-phenyl-1,3-oxazolidin-2-one. This is a kind of white to light yellow crystal powder, and is hygroscopic, and you should keep it under nitrogen at 0-5°C. This chemical is uausally used as the pharmaceutic intermediate, mainly in asymmetric(al) chiral synthesis. Besides, its product categories are various, including oxazolidinone; chiral compounds; chiral; chiral reagent; asymmetric synthesis; chiral building blocks; glycidyl compounds, etc. (chiral); synthetic organic chemistry; chiral chemicals; peptide; asymmetric synthesis; chiral auxiliaries; oxazolidinone derivatives.

The characteristics of this chemical are as follows: (1)ACD/LogP: 1.39; (2)ACD/LogD (pH 5.5): 1.39; (3)ACD/LogD (pH 7.4): 1.39; (4)ACD/BCF (pH 5.5): 6.71; (5)ACD/BCF (pH 7.4): 6.71; (6)ACD/KOC (pH 5.5): 136.02; (7)ACD/KOC (pH 7.4): 136.01; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 29.54; (12)Index of Refraction: 1.548; (13)Molar Refractivity: 43.36 cm3; (14)Molar Volume: 136.4 cm3; (15)Polarizability: 17.19 ×10-24 cm3; (16)Surface Tension: 41.3 dyne/cm; (17)Density: 1.195 g/cm3; (18)Flash Point: 200 °C; (19)Enthalpy of Vaporization: 65.88 kJ/mol; (20)Boiling Point: 407 °C at 760 mmHg; (21)Vapour Pressure: 7.79E-07 mmHg at 25°C; (22)Exact Mass: 163.063329; (23)MonoIsotopic Mass: 163.063329; (24)Topological Polar Surface Area: 38.3; (25)Heavy Atom Count: 12; (26)Complexity: 175.

While dealing with this chemical, you should be very cautious. For being a kind of irritant chemical, it is irritating to eyes, and may cause inflammation to the skin or other mucous membranes. Then it is extremely flammable, for it may have an extremely low flash point and boiling point, and gases that catch fire in contact with air. Therefore, you should take the following instructions. Firstly, avoid contact with skin and eyes, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Then be careful while keeping it. Keep container tightly closed and in a well-ventilated place and then keep away from sources of ignition - No smoking. Lastly. take precautionary measures against static discharges.

Additionally, the following datas could be converted into the molecular structure:
(1)SMILES:O=C2OC[C@H](c1ccccc1)N2
(2)InChI:InChI=1/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
(3)InChIKey:QDMNNMIOWVJVLY-MRVPVSSYB

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Computational chemical data
  • Molecular Weight: 163.17326g/mol
  • Molecular Formula: C9H9NO2
  • Compound Is Canonicalized: True
  • XLogP3-AA: 1.2
  • Exact Mass: 163.063328530
  • Monoisotopic Mass: 163.063328530
  • Complexity: 175
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Topological Polar Surface Area: 38.3
  • Heavy Atom Count: 12
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADccByMAAAAAAAAAAAAAAAAAAAAWAAAAAwAAAAAAAAAAABAAAAHgAQAAAADCjhmAYwCILABACIAiBCGACCAAAgAAAIiIAIBIkKICKAkRGNIAhk1gEYiAeQwKAOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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