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680834

Sigma-Aldrich

N-(2,2,2-Trichloroethoxysulfonyl)urea

96%

Synonym(s):

Aminocarbonylsulfamic acid, 3,3,3-trichloroethoxy ester, Tces-Urea

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About This Item

Linear Formula:
NH2CONHSO2OCH2CCl3
CAS Number:
882739-31-3
Molecular Weight:
271.51
MDL number:
MFCD09265147
UNSPSC Code:
12352101
PubChem Substance ID:
24885597
NACRES:
NA.22

Assay

96%

form

solid

mp

161-165 °C

SMILES string

NC(=O)NS(=O)(=O)OCC(Cl)(Cl)Cl

InChI

1S/C3H5Cl3N2O4S/c4-3(5,6)1-12-13(10,11)8-2(7)9/h1H2,(H3,7,8,9)

InChI key

QYUJBOJJEGIBCJ-UHFFFAOYSA-N

Application

  • Reactant for oxidative C-H amination reactions
Reagent for Rh-catalyzed urea formation.
Reagent for cyclic urea synthesis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non 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

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Certificates of Analysis (COA)

Lot/Batch Number
08929AH

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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 The success of these reactions is predicated on the choice of the electron-withdrawn 2,2,2-trichloroethoxysulfonyl (Tces) protecting group

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