N-Chlorosuccinimide
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| Names | |||
|---|---|---|---|
| IUPAC name
1-chloropyrrolidine-2,5-dione | |||
| Other names
Chlorosuccinimide | |||
| Identifiers | |||
| Abbreviations | NCS | ||
128-09-6  | |||
| ChemSpider | 29129  | ||
| EC number | 204-878-8 | ||
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| Jmol-3D images | Image | ||
| PubChem | 31398 | ||
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| UNII | 0FWP306H7X | ||
| Properties | |||
| Molecular formula |
C4H4ClNO2 | ||
| Molar mass | 133.53 g·mol−1 | ||
| Appearance | Solid | ||
| Density | 1.65 g/cm3 | ||
| Melting point | 148 °C (298 °F; 421 K) | ||
| Hazards | |||
| EU classification | Corrosive (C) | ||
| R-phrases | R22 R34 | ||
| S-phrases | S26 S36/37/39 S45 | ||
| Related compounds | |||
| Related Imides |
Succinimide N-Bromosuccinimide | ||
| Except where noted otherwise, data is 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 and 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, and 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.