Rules of the Day
Click here for a copy of my lecture notes from today's lecture
Click here for a copy of the handout used in class today
SPECIAL PRICING FOR UT: $30 to register for 5k = clean water for 1 person. ? Discount code: R4TW25HOOKEM
When registering for 5k: join Dr. Iverson’s team: OChem Iverson
Here is Team Ochem Iverson's unique registration link: https://raceroster.com/events/2025/102453/run-for-the-water/register?team=871280 And if you won’t be running but would like to support Gibert and the Gazelle Foundation, you can volunteer at the packet pickup before the race, or during the race you can work at a water stop (water stops 3,4,5 and 6 are going to be staffed by UT students like you!) where you provide water for the runners. You can get to the volunteer sign up by clcking here: https://raceroster.com/events/2025/102453/run-for-the- water/volunteer?_gl=1*vluhd*_gcl_au*MTczMzQ3MDU3Ni4xNzU5NzA3Mzk2*_ga*MTc 3NDA1NjI3Ny4xNzU5NzA3Mzk2*_ga_XSJQX37G0F*czE3NTk5Mzk3ODUkbzQkZzEkd DE3NTk5NDAyMjckajQzJGwwJGgw From the Gazelle Foundation: “Water stops 3, 4, 5 and 6 are labeled "UT only". If students are more interested in packet pickup and we don't get quite enough to fill those spots, no worries. We'll supplement with other interested volunteers. Just wanted to make sure your students get first dibs and the chance to be with each otherFeatured Golden Rules of Chemistry: Nothing today
1.The enol form of a compound rapidly tautomerizes to the more stable keto form. The keto form is more stable because the C=O pi bond is stronger than the C=C pi bond.
2. Alkynes give enols that rapidly tautomerize to ketones or aldehydes when reacted with 1. BH3 2. H2O2/NaOH. To see a strong preference for the terminal side of an alkyne (non-Markovnikov), use the bulkier (sia)2BH.("borane with antlers")
3. Alkynes add water in the presence HgSO4/H2SO4 to give enols that tautomerize to ketones. For terminal alkynes, the oxygen atom ends up on the internal carbon atom as Markovnikov would predict. You are not responsible for the really long mechanism that involves a mercurinium ion intermediate and eventually loss of Hg2+ to give the enol that tautomerizes to the keto form.
4. Catalytic reduction using H2 takes an alkyne all the way to an alkane when elemental catalyst such as Pd is used. When a kinder/gentler catalyst called Lindlar's catalyst is used, the reaction stops at the alkene stage, stereochemistry of addition is syn, leading to cis products.
5. Flashback Rule of the Day: Trans alkenes are more stable thatn cis alkenes because cis alkenes have some steric strain (non-bonded intereatction strain). In addition, more highly substituted alkenes are more stable than less substituted alkenes (we don't really tell you why, just learn it please.)
6. Chemical reduction using sodium (Na) in liquid ammonia (NH3) gives a trans alkene. The mechanism involves single electron transfers and radical/anion intermediates, resulting from sequential electron and proton transfers, repeated a second time.
HOMEWORK:
Read: Sections 7.1 - 7.10, 8.1 - 8.4 to catch up with the reading so you are ready for next week's material. This is a lot but it will really help as we move into some very different chemistry.
Take the Daily Quiz 15 before 10 PM tomorrow. Click here to access the quiz. These quizzes are designed to review the important material from today's lecture.