Английская Википедия:Diisopropylamine
Шаблон:Distinguish Шаблон:Chembox
Diisopropylamine is a secondary amine with the chemical formula (Me2CH)2NH (Me = methyl). Diisopropylamine is a colorless liquid with an ammonia-like odor. Its lithium derivative, lithium diisopropylamide, known as LDA is a widely used reagent.
Reactions and use
Diisopropylamine is a common amine nucleophile in organic synthesis.[1] Because it is bulky, it is a more selective nucleophile than other similar amines, such as dimethylamine.[2]
It reacts with organolithium reagents to give lithium diisopropylamide (LDA). LDA is a strong, non-nucleophilic base[3]
The main commercial applications of diisopropylamine is as a precursor to the herbicide, diallate and triallate as well as certain sulfenamides used in the vulcanization of rubber.[4]
It is also used to prepare N,N-Diisopropylethylamine (Hünig's base) by alkylation with diethyl sulfate.[5]
The bromide salt of diisopropylamine, diisopropylammonium bromide, is a room-temperature organic ferroelectric material.[6]
Preparation
Diisopropylamine, which is commercially available, may be prepared by the reductive amination of acetone with ammonia using a modified copper oxide, generally copper chromite, as a catalyst:[7][8]
Diisopropylamine can be dried by distillation from potassium hydroxide (Шаблон:Chem2) or drying over sodium wire.[9]Шаблон:Rp
Toxicity
Diisopropylamine causes burns by all exposure routes. Inhalation of high concentrations of its vapor may cause symptoms like headache, dizziness, tiredness, nausea and vomiting.
References
