Passa al contenuto
Merck
Tutte le immagini(1)

Key Documents

391115

Sigma-Aldrich

N-(Phenylthio)phthalimide

98%

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali


About This Item

Formula empirica (notazione di Hill):
C14H9NO2S
Numero CAS:
Peso molecolare:
255.29
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:

Saggio

98%

Punto di fusione

160-163 °C (lit.)

Solubilità

DMSO: soluble 25 mg/mL, clear, yellow

Stringa SMILE

O=C1N(Sc2ccccc2)C(=O)c3ccccc13

InChI

1S/C14H9NO2S/c16-13-11-8-4-5-9-12(11)14(17)15(13)18-10-6-2-1-3-7-10/h1-9H
NMHKBABHRKQHOL-UHFFFAOYSA-N

Descrizione generale

N-(Phenylthio)phthalimide is an N-substituted phthalimide. It is used as a sulphenylating agent. The synthesis of N-(phenylthio)phthalimide has been reported.

Applicazioni

N-(Phenylthio)phthalimide is suitable reagent used in the synthesis of phenyl (3-trimethoxysilylpropyl)-disulfide. It may be used in the sulfenylation of ylides and β−keto esters.
N-(Phenylthio)phthalimide may be used as sulfenylating agent in the synthesis of the following:
  • α-phenylthio-ketones and α-phenylthio-aldehydes from aldehydes and ketones
  • 3-sulfenyl indoles from indoles
  • optically active 3-phenylthiooxindoles from unprotected 3-substituted oxindoles
  • N−alkyl-β-phenylsulfenyl-2-acetylbenzimidazole from N−alkyl−2−acetylbenzimidazole
  • N−phenylsulfenyl ketimines from oximes or nitro compounds

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

The use of anhydrous CeCl3 as a catalyst for the synthesis of 3-sulfenyl indoles.
Silveira CC, et al.
Tetrahedron Letters, 51(15), 2014-2016 (2010)
On the involvement of lipoic acid in. alpha.-keto acid dehydrogenase complexes.
Rastetter WH, et al.
Journal of the American Chemical Society, 101(10), 2752-2753 (1979)
Jordi Burés et al.
Organic letters, 9(22), 4635-4638 (2007-10-09)
As N-sulfenyl imines (e.g., RR'C=N-SAr) can be readily transformed to their N-sulfinyl imines (RR'C=N-SOAr), N-sulfonyl imines (RR'C=N-SO2Ar), and N-sulfonyl oxaziridines, the very mild procedure developed to convert ketoximes and secondary nitro derivatives to N-arenesulfenyl ketimines constitutes a new and efficient
Direct, organocatalytic α-sulfenylation of aldehydes and ketones.
Wang W, et al.
Tetrahedron Letters, 45(44), 8229-8231 (2004)
Quaternized chitosan as an efficient catalyst for synthesis of N-alkylthio-phthalimides.
Hu Z and Li S
International Journal of Chemistry (Canadian Center of Science and Education), 2(2), 213-213 (2010)

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.