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Key Documents

298883

Sigma-Aldrich

(S)-(−)-4-Isopropyl-2-oxazolidinone

99%

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
Molecular Weight:
129.16
Beilstein:
3588198
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

optical activity

[α]20/D −18°, c = 6 in ethanol

optical purity

ee: 98% (GLC)

mp

70-73 °C (lit.)

SMILES string

CC(C)[C@H]1COC(=O)N1

InChI

1S/C6H11NO2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m1/s1

InChI key

YBUPWRYTXGAWJX-RXMQYKEDSA-N

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Application

Reagent employed as a chiral ligand in dirhodium(II) complexes and as a chiral auxiliary in aldol addition reactions. Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of the American Chemical Society, 115, 9968-9968 (1993)
The Journal of Organic Chemistry, 58, 5107-5107 (1993)
Ager, D.J., et al.
Aldrichimica Acta, 30, 3-3 (1997)

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