Chemistry:Picryl chloride
From HandWiki
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| Names | |
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| Preferred IUPAC name
2-Chloro-1,3,5-trinitrobenzene | |
| Other names
2,4,6-Trinitrochlorobenzene, 2-chloro-1,3,5-trinitrobenzene, TNCB
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
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PubChem CID
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| UNII | |
| UN number | 0155; 3365 (wetted) |
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| Properties | |
| C6H2ClN3O6 | |
| Molar mass | 247.55 g/mol |
| Appearance | Almost white or yellow needles |
| Melting point | 83 °C |
| Hazards | |
| GHS pictograms |   
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| GHS Signal word | Danger |
| H201, H300, H310, H330, H410 | |
| P210, P230, P240, P250, P260, P262, P264, P270, P271, P273, P280, P284, P301+310, P302+350, P304+340, P310, P320, P321, P322, P330, P361, P363, P370+380, P372, P373 | |
| Explosive data | |
| Detonation velocity | 7,200 m/s |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
Picryl chloride is an organic compound with the formula ClC6H2(NO2)3. It is a bright yellow solid that is highly explosive, as is typical for polynitro aromatics such as picric acid. Its detonation velocity is 7,200 m/s.
Reactions
The reactivity of picryl chloride is strongly influenced by the presence of three electron-withdrawing nitro groups. Consequently picryl chloride is an electrophile as illustrated by its reactivity toward sulfite to give the sulfonate:[2]
- ClC6H2(NO2)3 + Na2SO3 → NaO3SC6H2(NO2)3 + NaCl
Picryl chloride is also a strong electron acceptor. It forms a 1:1 charge-transfer complex with hexamethylbenzene.[3]
References
- ↑ 2-Chloro-1,3,5-trinitrobenzene at Sigma-Aldrich
- ↑ G. K. Helmkamp; D. J. Pettitt (1966). "Trimethyloxonium 2,4,6-Trinitrobenzenesulfonate". Org. Synth. 46: 122. doi:10.15227/orgsyn.046.0122.
- ↑ Ross, S.; Bassin, M.; Finkelstein, M.; Leac, A. L. (1954). "Molecular Compounds. I. Picryl Chloride-Hexamethylbenzene in Chloroform Solution". J. Am. Chem. Soc. 76: 69–74. doi:10.1021/ja01630a018.
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