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296899

Sigma-Aldrich

4-Nitrobenzenesulfenyl chloride

technical grade, 95%

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About This Item

Linear Formula:
O2NC6H4SCl
CAS Number:
937-32-6
Molecular Weight:
189.62
MDL number:
MFCD00010869
UNSPSC Code:
12352100
PubChem Substance ID:
24857885
NACRES:
NA.22

grade

technical grade

Quality Level

100

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

General description

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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

Certificates of Analysis (COA)

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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.

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