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Key Documents

689017

Sigma-Aldrich

N-[(2S)-2-Pyrrolidinylmethyl]-trifluoromethanesulfonamide

≥98.5% (T)

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About This Item

Empirical Formula (Hill Notation):
C6H11F3N2O2S
CAS Number:
Molecular Weight:
232.22
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥98.5% (T)

form

powder

optical activity

[α]/D +13±1°, c = 1 in methanol

optical purity

ee: ≥98.5%

SMILES string

FC(F)(F)S(=O)(=O)NC[C@@H]1CCCN1

InChI

1S/C6H11F3N2O2S/c7-6(8,9)14(12,13)11-4-5-2-1-3-10-5/h5,10-11H,1-4H2/t5-/m0/s1

InChI key

RIWFUAUXWIEOTK-YFKPBYRVSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Liansuo Zu et al.
Organic letters, 8(14), 3077-3079 (2006-06-30)
[reaction: see text] A recycle and reusable fluorous (S)-pyrrolidine sulfonamide organocatalyst has been developed for promoting highly enantio- and diastereoselective Michael addition reactions of ketones and aldehydes with nitroolefins in water. The organocatalyst is conveniently recovered from the reaction mixtures
Direct, highly enantioselective pyrrolidine sulfonamide catalyzed Michael addition of aldehydes to nitrostyrenes.
Wei Wang et al.
Angewandte Chemie (International ed. in English), 44(9), 1369-1371 (2005-01-25)
Liansuo Zu et al.
Organic letters, 10(6), 1211-1214 (2008-02-15)
Fluorous (S) pyrrolidine sulfonamide serves as an efficient promoter for highly enantioselective aldol reactions of ketones and aldehydes with aromatic aldehydes on water. A notable feature of the organocatalyst is that it can be recovered from the reaction mixtures by

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