From a cross-linguistic and comparative perspective the Old English prefix verbs are identified as preverbs and the shift towards postposition of the particles is connected to the development of more general patterns of word order. The interplay of phonological, morphological, syntactic and semantic factors in the loss of the native prefixes in the history of English is investigated. In this context the question is discussed to what extent the older prefixes were replaced by particles and borrowed prefixes, how the characteristic etymological and semantic properties of the Modern English phrasal verbs can be explained and what role they play in the lexicon. The author argues that their common perception as particularly ‘English’, ‘colloquial’ and ‘informal’ has its origin in the eighteenth-century normative tradition.