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A variety of amines and nitrogen heterocycles are useful bases of moderate strength (pK a of conjugate acid around 10-13) . N,N-Diisopropylethylamine (DIPEA, also called Hünig's Base [1]), pK a = 10.75
Amine. In chemistry, amines (/ ə ˈ m iː n, ˈ æ m iː n /, [1] [2] UK also / ˈ eɪ m iː n / [3]) are compounds and functional groups that contain a basic nitrogen atom with a lone pair.Formally, amines are derivatives of ammonia (NH 3 (in which the bond angle between the nitrogen and hydrogen is 170°), wherein one or more hydrogen atoms have been replaced by a substituent such as an ...
The most common Lewis bases are anions. The strength of Lewis basicity correlates with the pK a of the parent acid: acids with high pK a 's give good Lewis bases. As usual, a weaker acid has a stronger conjugate base. Examples of Lewis bases based on the general definition of electron pair donor include: simple anions, such as H − and F −
An organic base is an organic compound which acts as a base. Organic bases are usually, but not always, proton acceptors. They usually contain nitrogen atoms, which can easily be protonated. For example, amines or nitrogen-containing heterocyclic compounds have a lone pair of electrons on the nitrogen atom and can thus act as proton acceptors. [1]
N,N-Diisopropylethylamine, or Hünig's base, is an organic compound that is a tertiary amine. It is named after the German chemist Siegfried Hünig . It is used in organic chemistry as a non-nucleophilic base. It is commonly abbreviated as DIPEA, DIEA, or i-Pr 2 NEt.
Strong bases hydrolyze in water almost completely, resulting in the leveling effect." [7] In this process, the water molecule combines with a strong base, due to the water's amphoteric ability; and, a hydroxide ion is released. [7] Very strong bases can even deprotonate very weakly acidic C–H groups in the absence of water.
Lewis bases and acids. Free base (freebase, free-base) is a descriptor for the neutral form of an amine commonly used in reference to illicit drugs. The amine is often an alkaloid, such as nicotine, cocaine, morphine, and ephedrine, or derivatives thereof. Freebasing is a more efficient method of self-administering alkaloids via the smoking route.
Diisopropylamine is a common amine nucleophile in organic synthesis. [4] Because it is bulky, it is a more selective nucleophile than other similar amines, such as dimethylamine. [5] It reacts with organolithium reagents to give lithium diisopropylamide (LDA). LDA is a strong, non-nucleophilic base [6]