The relationship between attitude toward the advertisement (A ad ) and intentions to buy (I b ) is a controversial one. The present research examines the potential for a direct relationship between A ad and I b within an on-line advertising context, substituting A site (attitude toward the Web site) for A ad . The article replicates previous findings with respect to the four competing A ad models they tested. The article then predicts and finds a significant A site → I b path based on an opportunity and motivation perspective. In terms of opportunity, Web sites contain nonproduct information that is independent of traditional measures of brand attitude (A b ), such as security, ease of use, transactional capabilities, which are likely to affect I b . Further, on-line consumers are motivated to process this information when they visit a Web site because they cannot directly examine the products they are considering. Evidence for the opportunity and motivation perspective is provided by the decomposition of A site into its claim and nonclaim components and assessment of the A site → I b path across levels of motivation to process. Implications for on-line advertisers are discussed. © 2005 Wiley Periodicals, Inc. Psychology & Marketing, Vol. 22(4) Estimates are that between 60% and 80% of all U.S. adults regularly go on-line, with 30% to 50% making purchases (ABC News Poll, 2003;Pastore, 2001). The ascendance and obvious importance of on-line marketing and advertising has led researchers to examine some of the essential differences between on-line and off-line media (Karson & Korgaonkar, 2001;Yoh, Damhorst, Sapp, & Laczniak, 2003). Foremost among these differences are the richness of the Internet as a medium (Bruner & Kumar, 2000;Peterson, Balasubramanian, & Bronnenberg, 1997), the potential for interactive and personalized on-line experiences (cf. Evans & Wurster, 2000), and the ability of on-line visitors to control what they see (Mohammed, Fisher, Jaworski, & Cahill, 2001).These and other differences between the on-line and off-line advertising media raise questions about the appropriateness of using existing advertising models to model consumers' on-line responses. Consequently, the first objective of the present study is to undertake an on-line replication of MacKenzie, Lutz, and Belch (1986). The authors found that the dual mediation hypothesis (DMH) was the best fitting of the four attitude models they tested with print ads. The present research substitutes A site (attitude toward the site) for the traditional A ad measure to reflect the potential for nonproduct information such as site navigation, security, and other design features to provide information that affects the attitudes and intentions of on-line consumers. The second research objective is to propose and test an extended dual mediation hypothesis (EDMH). The EDMH, which includes a direct link from A site to buying intentions (I b ) in addition to the traditional DMH paths, is proposed because of the strong potential for nonproduct informat...