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Ibis paper reports the properties of the novel tetra‐p‐nitro‐tetra‐O‐alkyl‐calix[4]arenes (alkyl= n‐C4H9, 1; n‐C8H17 2; n‐C12H25, 3; n‐C16H33, 4). X‐ray crystallographic analysis and 1H NMR revealed that they exist as pinched‐cone conformation in crystal or cone conformation in solution. EFISH experiments at 1064 nm in CHCl3, indicated that tetra‐p‐nitro‐tetra‐O‐butyl‐calix[4]arene (1) has higher hyperpolarizability β, values than the corresponding reference compound p‐nitro‐phenyl butyl ether, without red shift of the charge transfer band. Compounds 2, 3 and 4 with longer alkyl chains can form monolayer at the air/water.