{"id":4225,"date":"2012-02-09T09:00:33","date_gmt":"2012-02-09T09:00:33","guid":{"rendered":"https:\/\/www.masterorganicchemistry.com\/?p=4225"},"modified":"2022-10-24T10:54:22","modified_gmt":"2022-10-24T15:54:22","slug":"kinetic-thermodynamic-products-can-openers","status":"publish","type":"post","link":"https:\/\/www.masterorganicchemistry.com\/2012\/02\/09\/kinetic-thermodynamic-products-can-openers\/","title":{"rendered":"Thermodynamic and Kinetic Products"},"content":{"rendered":"

Thermodynamic vs Kinetic Products In Purchasing Decisions (And Addition To Dienes)<\/strong><\/p>\n

A post about getting what you pay for, and how that translates to “kinetic control” and “thermodynamic control” in the addition of HCl to butadiene.<\/p>\n

Table of Contents<\/strong><\/p>\n

    \n
  1. An Analogy: Spending More For Quality Tools, vs. Buying Cheap Crappy Tools That Break And Constantly Need To Be Replaced<\/a><\/li>\n
  2. Kinetic Versus Thermodynamic Control In Addition Of Acid To Dienes<\/a><\/li>\n
  3. The Reaction Coordinate Diagram For 1,2- and 1,4- Addition Of HCl To Butadiene<\/a><\/li>\n
  4. Notes<\/a><\/li>\n<\/ol>\n
    \n

    <\/a>1. An Analogy: Spending More For Quality Tools, vs. Buying Cheap Crappy Tools That Break And Constantly Need To Be Replaced<\/h2>\n

    First, an explanation. My dad died<\/a>. So things at MOC have basically\u00a0 been on hold for a few weeks. Life is now returning to normal.<\/p>\n

    The following discussion has nothing to do with the above, other than the fact that my dad’s best friend wryly observed of him: “When he opened his wallet, moths flew out”. I suppose I share this trait with regard to a lot of things. \u00a0But I do not scrimp on can openers. This is why.<\/p>\n

    About 10 years ago when I was living in Montreal I was very poor, and outfitted my kitchen with items available from the dollar store. Including a can opener I paid exactly $1.14 for (in Canada, they hit you hard with sales tax).<\/p>\n

    After taking this small financial hit, life was somewhat better. I could now eat canned Ravioli.\u00a0However this state of affairs did not last long.<\/p>\n

    Within the next week my $1.14 can opener had opened (poorly!)\u00a0 about three or four cans before flying apart while trying to pry open an 800 mL can of Bravo spaghetti sauce. So I was back to where I started: with no working can opener.<\/p>\n

    This time around I decided I wasn’t going to screw around, so I went to the local Canadian Tire and pulled out $6.99 .\u00a0 It was more painful to do this, but the can opener I received was of superior quality. And it did not fail me in the subsequent years that passed (although it did get a tad rusty).<\/p>\n

    So if we compare these two situations we get this:<\/p>\n

    \"silly<\/p>\n

     <\/p>\n

    Now what does this have to do with chemistry?<\/p>\n

    <\/a>2. Kinetic vs Thermodynamic Products In Addition Of Acid To Dienes<\/h2>\n

    Well, it resembles a situation that occurs in the addition of strong acids (like hydrochloric acid, HCl) to certain dienes such as butadiene. Two products are possible: the 1,2-product and the 1,4-product.<\/p>\n

    \"butadiene<\/p>\n

    Three notes:<\/p>\n