Propose a curved-arrow mechanism for each of the reactions given in Fig. P17.46. (b) CH3(CH)3 C=C-CH-Br +

Propose a curved-arrow mechanism for each of the reactions given in Fig. P17.46.

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(b) CH3(CH₂)3 C=C-CH₂-Br + Mg (e) Ph-C=C-CH₂CH₂OH CH3 (c) 1-penten-4-yne + Na+ :C=CH; then allyl bromide + EtOH OH (excess; solvent) CH3 CH₂(CH₂)3-CH=C=CH₂ + CH3(CH2)3-C=C-CH3 H₂C-C-C=C-H+ Cl Figure P17.46 ether p-toluenesulfonic acid. H₂SO4 (dilute) CH3 OEt H₂O (CH3)3C-OK+ Ph- EtO. CH3 H₂C CH-CH-C=CH L CH3 -CH3 C=C=C3 CH₂ CH CH₂