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679879

Sigma-Aldrich

S,S-Dimethyl N-(2,2,2-trichloroethoxysulfonyl)carbonimidodithionate

97%

Synonym(s):

[(2,2,2-Trichloroethoxy)sulfonyl)]-carbonimidodithionic acid dimethyl ester

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About This Item

Empirical Formula (Hill Notation):
C5H8Cl3NO3S3
CAS Number:
882739-46-0
Molecular Weight:
332.68
MDL number:
MFCD09265132
UNSPSC Code:
12352101
PubChem Substance ID:
24885517
NACRES:
NA.22

assay

97%

mp

69-73 °C

storage temp.

2-8°C

SMILES string

CS\C(SC)=N/S(=O)(=O)OCC(Cl)(Cl)Cl

InChI

1S/C5H8Cl3NO3S3/c1-13-4(14-2)9-15(10,11)12-3-5(6,7)8/h3H2,1-2H3

InChI key

YLVMQHRVOAWREM-UHFFFAOYSA-N

Application

  • Reactant for oxidative cyclization reactions
Reagent for Rh-catalyzed guanidine formation.[1]
Starting material for preparation of guanidination reagents.[2]

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - 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

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Certificates of Analysis (COA)

Lot/Batch Number
08829AH
09029AH

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Editorial 2006: exciting and challenging times for organic letters.
Amos B Smith
Organic letters, 8(1), 1-2 (2005-12-31)
Mihyong Kim et al.
Organic letters, 8(6), 1073-1076 (2006-03-10)
[reaction: see text] Oxidative C-H amination of N-trichloroethoxysulfonyl-protected ureas and guanidines is demonstrated to proceed in high yield for tertiary and benzylic-derived substrates. The success of these reactions is predicated on the choice of the electron-withdrawn 2,2,2-trichloroethoxysulfonyl (Tces) protecting group

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