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A nucleophile is a chemical species that donates an electron pair to an electrophile to form a chemical bond. The term "nucleophile" is derived from the Greek words for "nucleus" (nucleus) and "lover" (philos), indicating that it is attracted to positively charged atomic nuclei. Nucleophiles are typically Lewis bases, meaning they can donate an electron pair. They are often negatively charged or possess unshared pairs of electrons, such as in amines, alcohols, or thiols. Common examples include hydroxide ions (OH-), cyanide ions (CN-), ammonia (NH3), and Grignard reagents.
Nucleophilic reactions are fundamental in organic chemistry and occur in a wide variety of contexts, including