Criegee intermediates have raised much attention in atmospheric chemistry because of their significance in ozonolysis mechanism. The simplest Criegee intermediate, CH2OO, and its reactions with acrylic acid including cycloadditions and insertions as main entrance channels have been investigated at CCSD(T)/cc-pVTZ//M06-2X/6-31G(d,p) level. Temperature- and pressure-dependent kinetics were predicted by solving the time-dependent master equations based on Rice-Ramsperger-Kassel-Marcus theory using MESS program, with temperatures from 200 to 500 K and pressures from 0.001 to 1000 atm. Variational transition state theory (VTST) was used for barrierless pathways and conventional transition state theory (CTST) for pathways with distinct barriers. Results indicate that hydroperoxymethyl acrylate is the dominant product under atmospheric conditions. The combination of two reactants will reduce the volatility and makes a possible factor that induces formation of secondary organic aerosols, which suggests CH2OO's entangled role in ever-increasing air pollution.