When performing the diene halogenation-1 reaction (VCL 3-1) as indicated (1,3-butadiene, ether, HCl, ice bath, with or without condenser), the reaction proceeds to form 3-chloro-1-butene and eventually go to completion, but no spots appear on the TLC plate either during the reaction or after it’s complete.
Also,when working up the reaction with water, the organic product is not extracted into ether but remains in the water layer, and it must be isolated by distillation. Has anyone experienced this? I’m not certain if it’s really an issue or I’m doing something wrong. Thanks!