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In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles. Because nucleophiles donate electrons, they are Lewis bases. Nucleophilic describes the affinity of a nucleophile to bond with positively charged ...
However, it has the disadvantage to be prone to trigger unexpected and undesirable side reactions that can jeopardize the experimental results. Indeed, the azide anion is a nucleophile and a redox-active species. Being prone to disproportionation, it can behave both as an oxidizing and as a reducing agent. Therefore, it is susceptible to ...
Sodium methanethiolate or sodium thiomethoxide (CH 3 SNa, MeSNa) is the sodium conjugate base of methanethiol.This compound is commercially available as a white solid. It is a powerful nucleophile that can be used to prepare methylthioether and other organic compounds like ethyl bromide.
1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) is a chemical compound with the formula C 7 H 12 N 2. [1] It is an amidine base used in organic synthesis. A related compound with related functions is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The relatively complex nature of the formal names for DBU and DBN (hence the common use of acronyms) reflects the ...
In chemistry, a nucleophilic substitution (S N) is a class of chemical reactions in which an electron-rich chemical species (known as a nucleophile) replaces a functional group within another electron-deficient molecule (known as the electrophile). The molecule that contains the electrophile and the leaving functional group is called the substrate.
Sodium hydrosulfide is the chemical compound with the formula NaSH. This compound is the product of the half-neutralization of hydrogen sulfide (H 2 S) with sodium hydroxide (NaOH). NaSH and sodium sulfide are used industrially, often for similar purposes. Solid NaSH is colorless.
1,8-Diazabicyclo[5.4.0]undec-7-ene, or more commonly DBU, is a chemical compound and belongs to the class of amidine compounds. It is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base. [3]
While nucleophilic acyl substitution reactions can be base-catalyzed, the reaction will not occur if the leaving group is a stronger base than the nucleophile (i.e. the leaving group must have a higher pK a than the nucleophile). Unlike acid-catalyzed processes, both the nucleophile and the leaving group exist as anions under basic conditions.