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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%

functional group

amine
fluoro

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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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
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

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