The field of liquid crystal is relatively new area of chemistry, and therefore generates a large frontier of research. The ability of being able to produce high resolution display screens for use in televisions or laptop computers with a very low power consumption, has revolutionised the technological market for this product. As a result of the success of the knowledge already known about liquid crystals and their properties, and their as yet unexplored potential, it is not suprising that there is an extremely large amount of research into the area. In relation to this, in this project, a five ring bent-shaped liquid crystal, which is relatively new compound in liquid crystalline phase, was synthesized using several organic synthesis methods, such as, Diazonium coupling reaction, Williamson ether synthesis, hydrolysis and reaction with resorcinol. The compounds synthesized were characterized through FTIR analysis, melting point, and its physical apperances. Other than that, the percent yield for each compound also have been calculated. The compound synthesized in first step, ethyl4-4-(hydroxyphenylazo)benzoate was a red color solid with melting point at 235 C and the percent yield was 52.07%. In second step 3.542 grams of Ethyl-4-(4-hexadecanoxyphenylazo)benzoate which orange in color with melting point of 135 C was obtained. The percent yield from the reaction was 42.11%. The third compound synthesized was yellow color solid with melting point of 280-290 C and the final compound was 1,3-Phenelyne bis[4-(4-hexadecanoxyphenylazo)benzoate], a pale yellow color solid with melting point at range of 130-135 C was obtained.