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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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