メチルトリ-n-オクチルアンモニウムクロリド

外観

わずかにうすい黄色～橙色、液体

解説

メチルトリオクチルアンモニウムクロリド黄味を帯びた粘ちゅうな液体．d₄²⁰"0.884．n_D²⁰"1.4665．水に難溶，有機溶媒に易溶．水溶液中の陰イオンの有機溶媒への抽出分離に用いられる．LD50 223 mg/kg(ラット，経口)．

森北出版「化学辞典（第2版）

製造

メチルトリオクチルアンモニウムクロリド，商品名アリコート336S，またはカプリコート．トリオクチルアミンとメチルクロリドから製造される代表的な相間移動触媒．

使用上の注意

不活性ガス封入

化学的特性

viscous colourless to pale orange liquid

使用

Methyltrioctylammonium chloride can be used:

• As a catalyst in the synthesis of acridine dione derivatives from aromatic aldehyde, dimedone and amines under ultrasonic irradiations.
• As a catalyst in the synthesis of extended π-systems using aromatic aldehydes and methyldiazines.
• As a component of a catalytic system used in the Suzuki-Miyaura cross-coupling reaction of a variety of aryl and heteroaryl chlorides in H₂O.

定義

ChEBI: An organic chloride salt having methyltrioctylammonium as the cation.

安全性プロファイル

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl-.

純化方法

A 30% (v/v) of Aliquat 336 solution in *benzene is washed twice with an equal volume of 1.5M HBr. [Petrow & Allen, Anal Chem 33 1303 1961.] It is purified by dissolving 50g in CHCl3 (100mL) and shaking with 20% NaOH solution (200mL) for 10minutes, and followed by 20% NaCl (200mL) for 10minutes. It is then washed with a small volume of H2O and filtered through a dry filter paper [Adam & Pribil Talanta 18 733 1971]. n-Alkylammonium chloride n=2,4,6. Recrystallise them from EtOH or an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985, Chu & Thomas J Am Chem Soc 108 6270 1986.] n-Alkyltrimethylammonium bromide n=10,12,16. Recrystallise them from an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985.]