Molecular support for monophyly of Ebenales and its phylogenetic relationships to other dicot families was investigated using parsimony analysis of nucleotide sequences of the large subunit of ribulose-1,5-biphosphate carboxylase (rbcL). All families of Ebenales were examined except for the remote monogeneric family Lissocarpaceae, due to the lack of material. In addition we examined 93 rbcL sequences of 34 other families. All analyses strongly support monophyly of the asterid III grouping (identified in an analysis of 500 rbcL sequences by Chase et al.). The rbcL tree identified Ebenales to be distributed among several major subclades of the asterid III clade. Sapotaceae are sister to Symplocaceae and more closely related to Lecythidaceae/Scytopetalaceae than to other families of Ebenales. Ebenaceae are sister to Primulales. Styracaceae are polyphyletic, with Diapensiaceae and some Styracaceae sister to Polemoniaceae, and this clade is then sister to members of Clethraceae and Styrax. Although the phylogenetic hypothesis appears to be poorly resolved between groups, there is considerable support, as indicated by decay and jackknife support, for many of the inter-familial relationships. Evolutionary relationships of Ebenales (Takhtajan 1987; Cronquist 1981, 1988; Dahlgren 1989; Thorne 1992) have been based on the importance of a few key characters and the general criterion of overall similarity to indicate relationships. Additionally many of the families placed within Ebenales are themselves defined by a combination of characters, many of which are also used at higher taxonomic levels. Evidence of the complexity of this problem can be seen in the varied treatments within and the circumscription of Ebenales (Table 1). Ebenales usually consists of two to 5 families and about 2,000 species, chiefly of tropical and subtropical regions (Takhtajan 1987; Cronquist 1981, 1988; Dahlgren 1989; Thorne 1992). As treated in this paper, (sensu Cronquist 1981) Ebenales is composed of the families Ebenaceae, Lissocarpaceae, Sapotaceae, Styracaceae, and Symplocaceae. These five families share only the following morphological features: woodiness, simple leaves, radially symmetrical flowers, axile placentation, (1-8) tenuninucellate ovules per locule, and few large seeds with endosperm. Ebenales s.l. are thus characterized by a combination of features, none of which are individually unique to the order nor unusual among dicots in general. The families that make up the order vary from the morphologically distinctive monogeneric Lissocarpaceae and Symplocaceae to the highly variable Styracaceae and the large Ebenaceae and Sapotaceae. Concepts of evolutionary relationships among Ebenales are conflicting. Cronquist (1981, 1988) believed that Ebenales were derived from the thealean complex. Thorne (1992) and Dahlgren (1983, 1989) assigned Ebenaceae, Lissocarpaceae, Sapotaceae, and Styracaceae to Ebenales. Thorne placed Symplocaceae closer to Theales whereas Dahlgren considered Symplocaceae to belong within Cornales. Takhtajan's (1987) interpretation of relationships treated these five families in three different orders: Ebenaceae, Lissocarpaceae and Styracaceae in Ebenales; Sapotaceae in Sapotales; and Symplocaceae in Theales (Table 1). Wagenitz (1964) included Ebenaceae, Hoplestigmataceae, Lissocarpaceae, Sapotaceae, Sarcospermataceae, Styracaceae, and Symplocaceae in Ebenales. Hutchinson (1967, 1969, 1973) recognized two orders, Ebenales and Styracales. Ebenales contained Ebenaceae, Sapotaceae, and Sarcospermataceae (usually included in Sapotaceae). Styracales included Lissocarpaceae, Styracaceae, and Symplocaceae. Hutchinson believed that Ebenaceae provided a link between Myrsinaceae (Myrsinales) and Sapotaceae (Ebenales), suggesting that both orders probably were derived from thealean stock and stating that Styracales was difficult to place in any system. Nooteboom (1975) also believed, on the basis of