(R)-(+)-4-Isopropyl-2-oxazolidinone Chemical Properties

Melting point:

70-73 °C

alpha 

-18 º (c=1, ethanol)

Boiling point:

239.22°C (rough estimate)

Density 

1.04 g/cm3

refractive index 

1.4300 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

very faint turbidity in EtOH

pka

12.72±0.40(Predicted)

form 

Crystalline Powder

color 

White

optical activity

[α]20/D +17°, c = 6 in ethanol

Water Solubility 

Soluble

BRN 

5376658

InChI

InChI=1S/C6H11NO2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m0/s1

InChIKey

YBUPWRYTXGAWJX-YFKPBYRVSA-N

SMILES

O1C[C@@H](C(C)C)NC1=O

CAS DataBase Reference

95530-58-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

F 

3

HS Code 

29349990

MSDS

• Language:English Provider:(R)-(+)-4-Isopropyl-2-oxazolidinone
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(R)-(+)-4-Isopropyl-2-oxazolidinone Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

(R)-4-Isopropyloxazolidin-2-one is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

To a dry Schlenk tube containing DMSO-d6 (1 mL) and cesium carbonate (33 mg, 0.1 mmol) was added (S)-1a (0.1114 mL, 1 mmol). The reaction mixture was frozen in a liquid nitrogen bath (-196 °C), followed by evacuation to remove air and replacement with CO2 gas. After thawing to 25 °C, a balloon (1 L) containing CO2 was connected to the reaction tube. The reaction system was stirred at 150°C for 24 hours. Upon completion of the reaction, the crude product was analyzed by 1H NMR and the yield was calculated using the internal standard N,N-dimethylformamide as reference. Subsequently, DMSO-d6 was removed by distillation under reduced pressure conditions (6 mmHg, 50 °C).The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 3:1) to afford the target product (S)-4-isopropyloxazolidin-2-one ((S)-2a) as a white solid in 80% isolated yield (103.3 mg, 0.80 mmol).

References

[1] Journal of Organic Chemistry, 2000, vol. 65, # 15, p. 4759 - 4761
[2] Tetrahedron Letters, 2013, vol. 54, # 35, p. 4717 - 4720

(R)-(+)-4-Isopropyl-2-oxazolidinone(95530-58-8)Related Product Information

• Isopropyl alcohol
• 2-Methyl-4-isothiazolin-3-one
• 1,2-Benzisothiazol-3(2H)-one
• 3-Methyl-2-butanone
• Isopropyl acetate
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• ISOXAFLUTOLE
• ISOPROPYL LAURATE
• CETHROMYCIN
• (R)-(+)-4-ISOPROPYL-5,5-DIPHENYL-2-OXAZOLIDINONE
• (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE
• (-)-CHIRACAMPHOX
• (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE,N-PROPIONYL-(4R)-ISOPROPYL- 2-OXAZOLIDINONE
• (4S)-(-)-4-Isopropyl-2-oxazolidinone
• N-PROPIONYL-(4S)-ISOPROPYL- 2-OXAZOLIDINONE,(S)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE
• Oxazole
• Oxazoline
• 2-Oxazolidone