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00:29 Structure of hydrogen cyanide (HCN) 01:17 Ethane nitrile / acetonitrile / methyl cyanide / cyanomethane (CH₃CN) 02:11 Propane nitrile / propionitrile / ethyl cyanide / cyanoethane (CH₃CH₂CN) 02:28 Butane nitrile / butyronitrile / propyl cyanide / cyanopropane (CH₃CH₂CH₂CN) 03:28 3-D structures of assorted nitriles 03:51 Mechanism of synthesis by SN₂ reaction 08:58 Synthesis of ethane nitrile by nucleophilic attack of cyanide on halomethanes 12:20 Table 1 12:35 Synthesis of propane nitrile by nucleophilic attack of cyanide on haloethanes 15:39 Table 2 15:55 Synthesis of butane nitrile by nucleophilic attack of cyanide on halopropanes 19:03 Table 3 19:20 Comparison of nucleophilic attack of cyanide on halomethanes, haloethanes, and halopropanes 20:50 Table 4 The synthesis of nitriles by nucleophilic attack of cyanide on haloalkanes. Computed enthalpies of activation (for the transition states) and enthalpies of reaction (for the products) are tabulated. Computed structures of the reactants, transition states, and products (to scale) are displayed with color graphics. "(TS)" indicates geometry of transition state. All structures computed at the B3LYP/6-311++G(d,p) level of theory. Forming (breaking) bonds of nucleophile (leaving group) shown with dashed lines. Don't forget to like, comment, share, and subscribe!