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296899

4-Nitrobenzenesulfenyl chloride

Name: 4-Nitrobenzenesulfenyl chloride
Brand: ALDRICH

technical grade, 95%

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About This Item

Linear Formula:

O₂NC₆H₄SCl

CAS Number:

937-32-6

Molecular Weight:

189.62

NACRES:

NA.22

PubChem Substance ID:

24857885

UNSPSC Code:

12352100

MDL number:

MFCD00010869

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Properties

grade

technical grade

assay

95%

bp

125 °C/0.1 mmHg (lit.)

mp

48-51 °C (lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(SCl)cc1

InChI

1S/C6H4ClNO2S/c7-11-6-3-1-5(2-4-6)8(9)10/h1-4H

InChI key

NCBOVAWEMBIIFK-UHFFFAOYSA-N

Description

General description

4-Nitrobenzenesulfenyl chloride has been used in n-Bu₄NI-induced electrophilic cyclization of N,N-dimethyl-(2-phenylethynyl) aniline.

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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A novel synthetic route to 3-sulfenyl- and 3-selenylindoles by n-Bu4NI-induced electrophilic cyclization.

Yu Chen et al.

Organic letters, 11(1), 173-176 (2008-12-03)

3-Sulfenyl- and 3-selenylindoles are prepared in excellent yields by the palladium/copper-catalyzed crossing coupling of N,N-dialkyl-o-iodoanilines and terminal alkynes, followed by electrophilic cyclization with arylsulfenyl chlorides and arylselenyl chlorides in the presence of a stoichiometric amount of n-Bu(4)NI.