Diisopropylamine
Encyclopedia
Diisopropylamine is a secondary amine with the chemical formula
(CH3)2HC-NH-CH(CH3)2. It is best known as its lithium salt, lithium diisopropylamide
, known as "LDA". LDA is a strong, non-nucleophilic base.
Diisopropylamine can be dried by distillation over potassium hydroxide
(KOH) or drying over sodium
wire or sodium hydride
(NaH) followed by distillation under N2
into a dry receiver.
Diisopropylamine is also used for the synthesis of diisopropylethylamine (Hünig's base), by reaction with diethyl sulfate
.
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....
(CH3)2HC-NH-CH(CH3)2. It is best known as its lithium salt, lithium diisopropylamide
Lithium diisopropylamide
Lithium diisopropylamide is the chemical compound with the formula [2CH]2NLi. Generally abbreviated LDA, it is a strong base used in organic chemistry for the deprotonation of weakly acidic compounds. The reagent has been widely accepted because it is soluble in non-polar organic solvents and it...
, known as "LDA". LDA is a strong, non-nucleophilic base.
Diisopropylamine can be dried by distillation over potassium hydroxide
Potassium hydroxide
Potassium hydroxide is an inorganic compound with the formula KOH, commonly called caustic potash.Along with sodium hydroxide , this colorless solid is a prototypical strong base. It has many industrial and niche applications. Most applications exploit its reactivity toward acids and its corrosive...
(KOH) or drying over sodium
Sodium
Sodium is a chemical element with the symbol Na and atomic number 11. It is a soft, silvery-white, highly reactive metal and is a member of the alkali metals; its only stable isotope is 23Na. It is an abundant element that exists in numerous minerals, most commonly as sodium chloride...
wire or sodium hydride
Sodium hydride
Sodium hydride is the chemical compound with the empirical formula NaH. It is primarily used as a strong base in organic synthesis. NaH is representative of the saline hydrides, meaning it is a salt-like hydride, composed of Na+ and H− ions, in contrast to the more molecular hydrides such as...
(NaH) followed by distillation under N2
Nitrogen
Nitrogen is a chemical element that has the symbol N, atomic number of 7 and atomic mass 14.00674 u. Elemental nitrogen is a colorless, odorless, tasteless, and mostly inert diatomic gas at standard conditions, constituting 78.08% by volume of Earth's atmosphere...
into a dry receiver.
Diisopropylamine is also used for the synthesis of diisopropylethylamine (Hünig's base), by reaction with diethyl sulfate
Diethyl sulfate
Diethyl sulfate is a highly toxic and likely carcinogenicchemical compound with formula 24. It occurs as a colorless liquid with a peppermint odor.Diethyl sulfate is used as an alkylating agent to prepare ethyl derivatives of phenols, amines, and thiols....
.