4-Methylbenzyltrimethylammonium hydroxide
Chemical compound
From Wikipedia, the free encyclopedia
4-Methylbenzyltrimethylammonium hydroxide is a quaternary ammonium compound with the formula C11H18N+OH−. It can be synthesized by reacting 4-methylbenzyl bromide with triethylamine, followed by stirring with silver oxide in water.[1]
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| Names | |
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| Preferred IUPAC name
N,N,N-Trimethyl-1-(4-methylphenyl)methanaminium hydroxide | |
| Other names
p-Methylbenzyltrimethylammonium hydroxide | |
| Identifiers | |
3D model (JSmol) |
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PubChem CID |
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| Properties | |
| C11H19NO | |
| Molar mass | 181.279 g·mol−1 |
| Boiling point | dec. |
| Related compounds | |
Related compounds |
Benzyltrimethylammonium hydroxide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Reactions
When heated with phenothiazine in toluene, it undergoes Hofmann elimination to form [2.2]Paracyclophane.[1]
Paracycloheterophanes can be obtained by heating it with other quaternary ammonium hydroxides (e.g. with (5-methyl-2-thienylmethyl)trimethylammonium hydroxide to form [2.2]paracyclo(2,5)thiophenophane).[2]