Organic Chemistry II Subscribe with Bloglines class wiki class vodcast

Tuesday, February 28, 2006

Feb 27 race

Monday's edufrag race was won by Nick again. He drew the book prize.

The ipod video will be up for grabs at the next race - lets shoot for Monday March 6th for the next race.

I would like to include some NMR in the next race so if you were thinking of doing your extra credit on UT doors, this would be a good time to work on it.

Also note that I can help you with ANY class topic at the workshops.

Tuesday, February 21, 2006

next workshop

There will be no workshops this week until Monday Feb 27, 2006.
We'll also have another Unreal Tournament race on that day, covering the basics from CHEM241 and possibly anything in CHEM 242 up to and including NMR. The video ipod is still available as a prize.

Of course, I am also there to help with the class material, as usual. Generally students find NMR to be a little harder than the rest of the material so don't procrastinate coming to the workshops for help with that.

Friday, February 17, 2006

Feb 17 2006 race

This morning's Unreal Tournament race was won by Raymond in 8 minutes.
He won a book - the video ipod is still up for grabs.
Attend the next race Friday at 10:00 in Matheson 109 for a chance to win it.

Thursday, February 16, 2006

Fischer Esterification: 2-ethylhexyl benzoate

Fischer esterification can be a time-consuming process, requiring days for a reaction to reach equilibrium. In this article, researchers developed a way to hasten this process by using a specially designed microwave to heat the reaction quickly and evenly and at an increased pressure. In order to test the efficiency of the device, they synthesized 2-ethylhexyl benzoate from benzoic acid and 2-ethylhexanol as shown below.

Sulfuric acid as well as para-toluene sulfonic acid (PTSA) were used to catalyze the reaction. In order to shift the reaction towards the products, a large excess of 2-ethylhexanol was used and the water produced was constantly removed. One of the disadvantages of Fischer esterification is that dehydration can also occur, resulting in unwanted ether and alkene products. Because of this, the temperature and catalyst concentration must be carefully monitored. The researchers were able to show that microwave heating causes no ill effects on the reaction and reduces the time required to a matter of minutes while still producing a high level of the desired product.

Click here for the full text.

Monday, February 13, 2006

Feb 13 2006 Race

Today's edufrag race is available for download here.

Nick was the winner in 6 minutes. He drew the consolation prize (cat keychain). The ipod video will be up for grabs at the next race - we'll try for Friday.

Sunday, February 12, 2006

Hock Process in the Manufacture of Phenol


Phenol is more important than most people realize. It can be found in many consumer products including aspirin, head lights, gas tanks, billiard balls, nylon, wintergreen gums, Pepto Bismol, deodorant and more. A side product in the manufacture of phenol is acetone which is also used in the private sector in plastics, solvents, and more.

The high-yield manufacture of phenol uses the concepts of peroxidation and cleavage. Cumene (i-propyl benzene) is oxidized by exposure to air to temporarily produce cumene hydroperoxide. The cumene hydroperoxide is simply cleaved at the top of the benzene ring using an acidic catalyst to produce the two usable products of phenol and acetone. The catalyst is extracted and the phenol/acetone mixture is fractionated and purified. Under optimal conditions, 1.31 tons of i-propyl benzene (cumene) will produce 1 ton of phenol and 0.615 tons of acetone. The end-product phenol purity is at 99.99 wt % with total impurities of only 60 ppm. This process is termed the Hock process after being discovered by Hock and Lang in 1944. This process was ideal since both products were useful and relatively pure. Modern demand, however, for phenol is increasing at a higher rate than acetone. This means that the future may classify acetone as a partial waste product. More information on the Hock Process of manufacturing Phenol can be found here which expands on the Benzene-Free Synthesis of Phenol or here which discusses Selective decomposition of cumene hydroperoxide into phenol and acetone by a novel cesium substituted heteropolyacid on clay.

Wednesday, February 08, 2006

Race on Monday - try to win an ipod

There will be an Edufrag Race using the educational version of Unreal Tournament on Monday Feb 13, 2006 during our workshop time at 9:00 in CAT 061. There will be 20 rooms in the maze on any topic from CHEM 241 and up to test 1 in CHEM 242.

I may include contributions from students in this class so this might be a good time to work on your extra credit due by Feb 17th.

The first student to make to the catroom has an equal chance of winning one of the following:
  1. 30Gig video ipod
  2. molecular model kit
  3. book
  4. consolation mystery prize