Electric field induced switching behaviors of a series of low-density ω-carboxyalkyl modified H-Si-(111) and the mixed ω-carboxyalkyl/alkyl covered H-Si(111) have been simulated by using molecular dynamics (MD) simulation techniques. The external electric fields may drive surface-confined molecules to reversibly change conformations between the all-trans (switching ′ on′) and the mixed trans-gauche (switching ′ off′) states. Such surfaces switch wettabilities between the hydrophilic state and the moderately hydrophobic state. It has been found in broad ranges of intensities of applied electric fields, -2.0 x 10(9) V/m ≤ E-down ≤ 0 and 1.8 x 10(9) V/m : E-up : 7.3 x 10(9) V/m, both the low-density (11.1%-33.3%) ω-carboxyalkyl and the mixed ω-carboxyalkyl/alkyl (in mole fraction of 0.4 ≤ N-carboxyalkyl : N-alkyl ≤ 3.0) monolayers covering H-Si(111) exhibit conformational switching in the aqueous medium. The critical intensity of the electric field, E-up = 1.8 x 109 V/m, which is required to trigger the switches is observed by our MD simulations and further rationalized by a thermodynamical model. Some important factors in the control of switching performances, such as the steric hindrances, the formation of the electric double layer at the monolayer/electrolyte solution interface, the hydration effects of carboxylate anions, the components of surrounding electrolyte solutions, as well as the rigidity of surface-confined chains are elucidated. The lower ionic strength and additions of acetonitrile molecules in the surrounding aqueous solution can reduce the value of critical intensity of the electric field and hence facilitate the realization of switching. Some practical considerations in construction and optimum design of switching surfaces are also suggested.