Large-scale experimental investigations were conducted on the flow structures and intensity of shock waves generated by the rupture of a high-pressure pipeline. In the experiments, the bursting of pipes was caused by an initial crack introduced on the upper center of the pipe. The crack velocity, pressure-time trace and explosion overpressure were measured. The intensity of the far-field explosion overpressure was estimated based on the extent of damage to buildings. The results demonstrated that the shock waves generated by a pipeline rupture indicate an extremely strong directional effect in the near-field, and their measured speeds were similar to the speeds calculated from theory. Not all of the gas energy participates in the explosion of a long pipeline, and an equation is established to calculate the gas energy involved in a pipeline blast. The TNT equivalency approach was used to calculate the explosion overpressure, and the impulse generated by the pipeline rupture and its applicability were discussed.