The purpose of this study is to analyze empirically the structural relationship between academic stress, conflictive friendship, psychological anxiety and problem behavior in adolescents. The data used in this study are the secondary data provided by the National Youth Policy Institute (NYPI). The main results of this study and implications are summarized as follows. First, this study suggests that psychological anxiety plays a mediating role between academic stress and conflict - friend relationship and problem behavior. Second, as a result of multi-group analysis by dividing the research model into male and female student groups, all the paths of the research model were statistically significant in both boys and girls. In addition, the results of the multiple group analysis of elementary and middle school students showed that all the paths of the research model were statistically significant. Based on these results, it is necessary to have a personality education linked to each stage of development such as sex, elementary school and junior high school grade to prevent problem behavior. In addition, it is necessary to provide a wide range of education such as problem behavior prevention training and life education, as well as building a preventive education system accordingly.