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2,2'-Dipiridil disulfuro, 98 %, Thermo Scientific Chemicals

Thermo Scientific Chemicals

2,2'-Dipiridil disulfuro, 98 %, Thermo Scientific Chemicals

Name: 2,2'-Dipiridil disulfuro, 98 %, Thermo Scientific Chemicals
SKU: A11118.14
Price: 235.00 EUR

CAS: 2127-03-9 | C10H8N2S2 | 220.31 g/mol

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Cantidad:

5 g

25 g

100 g

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Número de catálogo A11118.14

también denominado A11118-14

Precio (EUR)

235,00

Each

Cantidad:

25 g

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Precio (EUR)

235,00

Each

Identificadores químicos

CAS2127-03-9

IUPAC Name2-(pyridin-2-yldisulfanyl)pyridine

Molecular FormulaC10H8N2S2

InChI KeyHAXFWIACAGNFHA-UHFFFAOYSA-N

SMILESS(SC1=CC=CC=N1)C1=CC=CC=N1

Especificaciones Specification Sheet

Hoja de especificaciones

CommentSpecification differs for U.S. and non-U.S. material where indicated

Identification (FTIR)Conforms (non-U.S. specification)

Melting Point (clear melt)55-60°C

Appearance (Color)White to cream to yellow to pale brown

FormPowder or crystalline powder

2,2'-Dipyridyl disulfide is a useful reagent for determination of sulfhydryl groups, preparation of amino acid active esters and the thio esters of phosphoric acid. It acts as a peptide coupling reagent and as an oxidizing agent. It is also used for the activation of glycosides.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El disulfuro de 2,2′-dipiridil es un reactivo útil para la determinación de grupos sulfhidrilo, la preparación de ésteres activos de aminoácidos y los tio-ésteres de ácido fosfórico. Actúa como un reactivo de acoplamiento de péptidos y como un agente oxidante. También se utiliza para la activación de glucósidos.

Solubilidad
Soluble en agua, benceno, tetrahidrofurano, diclorometano, acetonitrilo y dimetiformamida.

Notas
Incompatibles con agentes oxidantes y metales.

RUO – Research Use Only

General References:

In combination with triphenylphosphine, acts as a peptide coupling reagent (see Appendix 6) in which water is removed by a mechanism whereby the phosphine is oxidized to the phosphine oxide and the disulfide reduced to the thiol: J. Am. Chem. Soc., 90, 4490 (1968); 91, 1554 (1969); Bull. Chem. Soc. Jpn., 43, 1271 (1970).
The technique has also been widely applied for macrolactonization, via high-dilution cyclization of the 2-pyridine thioester: J. Am. Chem. Soc., 96, 5614 (1974); 97, 653, 654, 2287 (1975). The cyclization step can be catalyzed by silver ion: Helv. Chim. Acta, 57, 2661 (1974). See, e.g.: Org. Synth. Coll., 7, 470 (1990).
In combination with tri-n-butylphosphine has been used for the activation of glycosides, e.g. in the formation of disaccarides: J. Am. Chem. Soc., 103, 4221 (1981); Tetrahedron, 47, 6435 (1991).
Moosun, S.; Laulloo, S. J.; Bhowon, M. G. Metal complexes of diaryl and 2, 2'-dipyridyl disulfides. J. Sulphur Chem. 2012, 33 (6), 661-691.
Bhasin, K. K.; Kumar, R.; Mehta, S. K.; Raghavaiah, P.; Jacob, C.; Klapotke, T. M. Synthesis and characterization of 5, 5'-dibromo-2, 2'-dipyridyl disulfide and some of its derivatives: X-ray structure of 5, 5'-dibromo-2, 2'-dipyridyl disulfide and bis (5-bromopyridine-2-ylthio) methane. Inorg. Chim. Acta 2009, 362 (7), 2386-2390.