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688916

Sigma-Aldrich

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

≥98.5% (T)

Synonym(s):

1,1,1-Trifluoro-N-[(2R)-2-pyrrolidinylmethyl]-methanesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C6H11F3N2O2S
CAS Number:
1186049-30-8
Molecular Weight:
232.22
Beilstein:
10255865
MDL number:
MFCD11656044
UNSPSC Code:
12352005
PubChem Substance ID:
329761202
Pricing and availability is not currently available.

Assay

≥98.5% (T)

form

powder

optical activity

[α]/D -13±1°, c = 1% in methanol

optical purity

ee: ≥98.0%

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-/m1/s1

InChI key

RIWFUAUXWIEOTK-RXMQYKEDSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBD0093V
BCBD0093
1357926

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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
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, 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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