N-Chlorosuccinimide
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Names | |||
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IUPAC name
1-chloropyrrolidine-2,5-dione | |||
Other names
Chlorosuccinimide | |||
Identifiers | |||
128-09-6 | |||
3D model (Jmol) | Interactive image | ||
Abbreviations | NCS | ||
ChemSpider | 29129 | ||
ECHA InfoCard | 100.004.436 | ||
EC Number | 204-878-8 | ||
PubChem | 31398 | ||
UNII | 0FWP306H7X | ||
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Properties | |||
C4H4ClNO2 | |||
Molar mass | 133.53 g·mol−1 | ||
Appearance | Solid | ||
Density | 1.65 g/cm3 | ||
Melting point | 148 to 150 °C (298 to 302 °F; 421 to 423 K) | ||
Hazards | |||
EU classification (DSD) |
Corrosive (C) | ||
R-phrases | R22 R34 | ||
S-phrases | S26 S36/37/39 S45 | ||
Related compounds | |||
Related Imides |
Succinimide N-Bromosuccinimide | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
verify (what is ?) | |||
Infobox references | |||
N-Chlorosuccinimide is used for chlorinations[2] and as a mild oxidant.[3]
N-Iodosuccinimide (NIS), the iodine analog of N-chlorosuccinimide, and N-bromosuccinimide (NBS), the bromine analog, are used for similar applications.[4][5]
References
- ↑ N-Chlorosuccinimide at Sigma-Aldrich
- ↑ Delaney, Paul A.; R. Johnstone (1985). "Solvent effects in the chlorination of tetrahydrothiophens with N-chlorosuccinimide". Tetrahedron. 41 (18): 3845–3851. doi:10.1016/S0040-4020(01)91405-X.
- ↑ Kim, Kwan Soo; I. Cho; B. Yoo; Y. Song; C. Hahn (1984). "Selective oxidation of primary and secondary alcohols using di-isopropyl sulphide–N-chlorosuccinimide". J. Chem. Soc., Chem. Commun. (12): 762–763. doi:10.1039/C39840000762.
- ↑ Beebe, T. R.; R. L. Adkins; C. C. Bogardus; B. Champney; P. S. Hii; P. Reinking; J. Shadday; W. D. Weatherford; M. W. Webb; S. W. Yates (1983). "Primary alcohol oxidation with N-iodosuccinimide". J. Org. Chem. 48 (18): 3126–3128. doi:10.1021/jo00166a046.
- ↑ Castanet, Anne-Sophie; F. Colobert; P. Broutin (2002). "Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid". Tetrahedron Lett. 43 (29): 5047–5048. doi:10.1016/S0040-4039(02)01010-9.
External links
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