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: 6. Delocalization of unpaired electron density over a larger area is stabilizing.
1. Alkanes react with halogens, usually Cl2 and Br2, in the presence of radical initiators like peroxides with heat or light to generate haloalkanes via the radical chain reaction mechanism. Once radicals initiate the chain reaction, they keep reacting to make more product until a termination step.
2. Carbon radicals should be thought of as being similar to carbocations; sp2 hybridized, wanting electron density, stabilized by alkyl groups. In the case of radicals, the unpaired electron density is stabilized by being spread around to increase stability, and in the case of carbocations, it is the charge that is being spread around to increase stability (See Golden Rules).
3. The predominant site of halogen reaction corresponds to the site of the most stable radical, therefore, the order of reactivity during the halogenation reaction is: tertiary H > secondary H > primary H.
4. Allyl radicals and cations are stabilized by resonance with adjacent double bonds (pi-way). The unpaired electron density (radical) or positive charge (cation) is spread over a larger area, and that is stabilizing.
5. Allylic halogenation uses NBS and light to place a Br atom adjacent to a C=C bond. The mechanism is a free radical chain reaction, involving an allyl radical intermediate. This is VERY tricky because multiple sites can be considered for adding the Br atom, the predominant one will be the site that gives the most stable (most highly substituted) C=C in the product.
6. When deciding which possible product(s) will be the major one(s) in an allylic halogenation reaction:
A) Consider all possible allylic radical intermediates that could be formed
B) Analyze each allylic radical for both possible products
C) Choose the product(s) that is/are the most stable alkene, in other words, the alkene that is most substituted (least H atoms on sp2 C atoms) because alkyl groups stabilize alkenes more than H atoms
HOMEWORK:
Read: Sections 8.5 - 8.6.
Take the Daily Quiz 16 before 10 PM tomorrow. Click here to access the quiz. These quizzes are designed to review the important material from today's lecture.
Start Working on Homework Problem Set 8, due at 10 PM on Wednesday, November 5.
Click here to get a copy of the Gradescope Homework Problem Set 8
There is no Aktive learning homework this week.The Gradescope homework is challenging and I would like you to focus on it.