kinoprene

//**__Johnny Velasquez__** (Extra Credit) -I just realized there is a small error in the Kinoprene synthesis. The molecule's name "dimethyl-3-methylglutaconate" doesnt show a necessary double bond... should be one in an ////Sp3// Carbon -This took me a long time to wrap my head around it, since we haven't studied "Enolades" yet. But I found a company in California that makes it available for commercial use (Zoecon Corp.) and they provided me with the initial synthesis using an Aldehyde: "3,7-dimethyl octaldehyde." So, pretty much this chapter that hasnt been reviewed yet plays the role of a condensation reaction into 1 Nucleophile of aldehyde. The dimethyl pyridine acts as a mild base... solvent Toluene. The NaOCH3 in Ch3OH is to restore at least 1 acid group. With the carboxylic acid, the //cis// isomer. the catalyst Benzenethiol from (Z) to (E) with yield of 65% DMF is a polar solvent that Zoecon Corp uses. The SOCL2 (Thionyl Chloride) replaces the hydroxy from the carboxyllic acid with the Chlorine in order to prepare to react with the alkynalcohol. I used the **Fisher Esterification** process using the propane-2-yl-1-ol in the last step of synthesis.

Johnny: This is great research both on the synthesis itself, and on the source of starting materials. The alpha carbon condensation chemistry in Chapter 22 is central to organic synthesis. I am glad that you used it here. This demonstrates how powerful these techniques are. Bruce Bondurant

here is my attempt! jenny saravia (extra credit) Jenny: My computer seems to choke on the .lnk format. Is there any way that you can upload theis as a jpg or a chemsketch file? Bruce Bondurant - Through my research, I came to find out that the Heck Reaction ( also called the **Mizoroki-Heck reaction**) can help build up the alkene part of this. -he **Heck reaction** (also called the **Mizoroki-Heck reaction**) is the [|chemical reaction] of an unsaturated [|halide] (or [|triflate]) with an [|alkene] and a strong [|base] and [|palladium] [|catalyst] to form a substituted alkene (http://en.wikipedia.org/wiki/Heck_reaction) Jenny, I'm glad you found this reaction, The Heck reaction is an incredibly versitile tool for putting molecules like this one together. Bruce Bondurant