296899
4-Nitrobenzenesulfenyl chloride
technical grade, 95%
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About This Item
Linear Formula:
O2NC6H4SCl
CAS Number:
Molecular Weight:
189.62
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI
1S/C6H4ClNO2S/c7-11-6-3-1-5(2-4-6)8(9)10/h1-4H
SMILES string
[O-][N+](=O)c1ccc(SCl)cc1
InChI key
NCBOVAWEMBIIFK-UHFFFAOYSA-N
grade
technical grade
assay
95%
bp
125 °C/0.1 mmHg (lit.)
mp
48-51 °C (lit.)
storage temp.
2-8°C
General description
4-Nitrobenzenesulfenyl chloride has been used in n-Bu4NI-induced electrophilic cyclization of N,N-dimethyl-(2-phenylethynyl) aniline.
signalword
Danger
hcodes
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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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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