Question

The reaction of 2,3-dibromobutane with two equivalents of strong base gives three different products, each of which contains two new T-bonds. Product A has two sp-hybridized carbons, product B has one sp-hybridized carbon, and product C has none. Draw the structures of products A, B, and C. (0.6 pts)

Answer 1

Br. Bo Am 2,3 dibromo bulāne 3 CH3 – CH – CH3 der us lake NaNHz/ leg NH3 a strong Base Plausible Product Mechanism I ? na is a strong base it will abstract the acidic procter H+ Br H NA NH NH Br Br? E seg. a it can abstract t -Br (is a good group che con do arunch sp2 sp² spz spt soluta stanga [this compounde Hotel as no sp hybridizen Carkon present] • Mechanisin similarly leaning =04-CH=1 apr HE Ni, e 67 NH/2eqr -HBr NaNkulle CH3-Cl=e - CHiz 3 This compound A as it contam hoo sp hybridered carbon] Product 17 Product [A] can isomerise in merito attegge allene rise in presence of strong Base (NaNk) into

NaNH₂ / leq NH3 atyre sent to come anywhere any scz chy CH3-CEC- CH2 NAN CH₂ - CEC CH Č= =CH₂ CH3 -CH=CECHY Ics Scanned with CamScanner