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词条 Trinitroanisole
释义

  1. Synthesis

  2. Use

  3. Notes

{{Chembox
| Watchedfields = changed
| verifiedrevid = 444962668
| ImageFile = 2,4,6-Trinitroanisole.svg
| ImageSize = 150px
| ImageAlt =
| IUPACName = 2-Methoxy-1,3,5-trinitrobenzene
| OtherNames = 2,4,6-Trinitroanisol; picric acid methyl ether; trisol; trinol; trinitroanisole
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo =606-35-9
| PubChem =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 15546303
| SMILES = COc1cc(c(c(c1)N(=O)=O)N(=O)=O)N(=O)=O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H5N3O7/c1-17-4-2-5(8(11)12)7(10(15)16)6(3-4)9(13)14/h2-3H,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ASSSGXFIMKSEIH-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C =7|H=5|N=3|O=7
| Appearance = yellow, "leaf-like" crystals
| Density = 1.61 g/cm3
| MeltingPtC = 68
| BoilingPt = explodes
| Solubility = insoluble in water, soluble in diethyl ether and hot ethanol}}
|Section3={{Chembox Hazards
| MainHazards = explosive
| FlashPt =
| AutoignitionPt =
}}Trinitroanisole is a chemical compound that exists as pale yellow crystals with a melting point of 68 °C. It is an explosive with a detonation velocity of 7200 meters per second.[1]

Synthesis

Trinitroanisole can be prepared by the reaction of 2,4-dinitrochlorobenzene with methanol in the presence of sodium hydroxide followed by the nitration of the resulting product. Alternatively, it can be prepared directly by the reaction of picryl chloride with methanol in the presence of sodium hydroxide.[1]

Use

Historically, trinitroanisole was used as a military explosive (e.g., Japanese {{abbr|Type 91|Japanese Imperial year 2591 stands for 1931 AD}}), however, due to its tendency to form picric acid and dangerous picrate salts, its use has largely been abandoned.

Notes

1. ^Wasag-Chemie, Essen. "Explosivstoffe". 1961, p. 164.

2 : Explosive chemicals|Nitrobenzenes

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