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Sigma-Aldrich

S,S-Diphenylsulfilimine monohydrate

97%

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About This Item

Linear Formula:
(C6H5)2S=NH · H2O
CAS Number:
68837-61-6
Molecular Weight:
219.30
Beilstein/REAXYS Number:
2043848
MDL number:
MFCD00149076
UNSPSC Code:
12352100
PubChem Substance ID:
24853884
NACRES:
NA.22

assay

97%

form

powder

mp

67-71 °C (lit.)

functional group

thioether

SMILES string

[H]O[H].N=S(c1ccccc1)c2ccccc2

InChI

1S/C12H11NS.H2O/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12;/h1-10,13H;1H2

InChI key

YLGYIQQZVOCMDO-UHFFFAOYSA-N

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General description

Kinetics and mechanism of reaction of S,S-diphenylsulfilimine with 1-fluoro-2,4-dinitrobenzene, 1-chloro-2,4-dinitrobenzene, 2-chloro-3-nitropyridine, 2-chloro-5-nitropyridine and 2-chloro-3,5-dinitropyridine has been investigated[1].

application

S,S-Diphenylsulfilimine monohydrate is a versatile synthetic tool and has been used in preparation of:
  • N-(5-nitrosouracil-6-yl)sulfilimines[2]
  • N-(1,3-dimethyl-6-uracilyl)-S,S-diphenylsulfilimines[2]
  • N-(5-formyl-1,3-dimethyl-6-uracilyl)-S,S-diphenylsulfilimines[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
STBD4962V
S80981V
S80981
S26293
13101MS

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Kinetics and mechanism of the reaction of S, S-diphenylsulfilimine with a series of aryl halides.
Sandall JB and Steel ND.
J. Chem. Soc. Perkin Trans. II, 3, 513-516 (1997)
Ring closure reactions of ?-nitroso-, ?-acyl-, and ?-thiocarbamoyl-a, ?-unsaturated sulfilimines. Synthesis of [1, 2, 5] oxadiazolo [3, 4-d]-, isoxazolo [3, 4-d]-, and isothiazolo [3, 4-d] pyrimidine derivatives from uracils.
Matsumoto N and Takahashi M.
Tetrahedron, 58(50), 10073-10079 (2002)

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