Question

To perform the Wittig reaction, one must first synthesize a phosphonium ylide. Draw a stepwise mechanism for the phosphonium ylide formed from triphenylphosphine (represented as simply PPh3) and 2‑bromobutane. Then draw the resonance structure of the ylide product.

To perform the Wittig reaction, one must first synthesize a phosphonium ylide. Draw a stepwise mechanism for the phosphonium ylide formed from triphenylphosphine (represented as simply PPhz) and 2-bromobutane. Then draw the resonance structure of the ylide product. Ph CH3CH2CHBCH3 → n-Buli phosphonium ylide Ph . Ph

Answer 1

lone electrons on phosphorus attacks alkyl halide and forms the intermediate and then base is removed proton and forms the ylide they are as follows

Ph. CP: + CH2–( H – CH–CH = CH2 –H, 2 PH ph Ger HCPP Heche c y CH-Cthe - CH3-CH2 on hco oph phosphonium glice CH3CH2O2 eph Ph CĄ Che = = Hf ph - the Resonance structures