Category Archives: Science Education

How to pass organic chemistry

WordPress shows the blogger what search terms lead the searcher to your blog. One of the searches that lead a reader to this blog was “How to pass organic chemistry”.  Here is my answer-

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My dinner with a meteorite

Last night I found myself sitting at a restaurant with astronomers for the occasion of viewing a meteorite. Customarily, a few observatory folk have dinner with the speaker and then we go to the observatory for a public star night. While waiting for our entrees we passed the object carefully amongst ourselves, cherishing a few moments of close contact with this rare object.

Astronomers seem to be prone to public displays of humility. I would estimate that the humility quotient was near 0.8 (8 out of 10 Sagans- the Sagan is the international unit of humility). It is generally agreed that the Buddha achieved a Sagan quotient of unity. Okay, I’m kidding.

The curious 936 gram achondrite is from the recent Berthoud, Colorado, fall.  Meteor enthusiasts refer to the arrival of a meteorite as a “fall”.  This is one of only 5 witnessed falls in Colorado. A section of the meteor has been cut off and has been the subject of investigation at the University of Arizona.

Based on the composition of the object (olivine, plagioclase, ilmenite, chromite) and based on the reflectance spectra of various asteroids, the Berthoud meteorite is thought to be a fragment of the asteroid Vesta. Imagery of Vesta suggests that a portion of this object may have been shattered by an impact in the past.

The family whose property the stone landed on are somewhat bewildered by the event. They have been the subject of much unwanted attention, so the object is kept secure at an unknown location. In October of 2004, in the early afternoon several family members were standing outside their home when they heard a whistling sound and thump. Following the direction of the sound, they found the impact site less than 100 feet from where they were standing and in a spot where one member had just walked through. Only a small part of the object protruded upward through the disturbed topsoil.

Reportedly, it was cool to the touch immediately after arrival. This is counter-intuitive given the fiery appearance of most meteors. However, the object was quite cold prior to entry into the atmosphere and the rapid transit through the air didn’t allow for heat saturation. And, ablation carries away much of the friction energy.

The low iron object has a dark fusion crust over a grey, mottled composition. Other than the crust, it is not that unusual in its appearance. 

 

Chemists and Engineers

What would happen to innovation in chemical technology if we had a more intimate comingling of chemistry and the engineering sciences?  What effect would there be on the stream of chemists graduating into the world if more schools had a chemical engineer on the chemistry faculty? Could a single engineer on the faculty actually make a difference in altering the direction of the boat a few degrees?

Why is such a change desirable? One way to change the trend of deindustrialization and economic repositioning of manufacturing out of North America is to stimulate innovation in the industrial sciences. To do this we can rely on business leaders individually to formulate strategic plans to upgrade plants and processes by way of step changes in technology. But for business leaders, the calculation for such a change must also take into account the alternative of moving production to another country. Many times it is easier and faster to move production to China rather than taking a gamble on the invention of better technology. A large amount of pharmaceutical manufacturing has been shifted to China, Mexico, and India for this very reason.

To rely on business leaders (top down) to ramp up innovation really means that one is relying on the market. While letting the marketplace drive the economics and distribution of manufacturing has a certain appeal to purists, the global marketplace is highly distorted by government and taxation. Letting “pure” market forces govern innovation as the sole driver is to bet all of your money on a horse that limps.  Why not find ways to stimulate innovation with an improved stream of chemical innovators and a renewed urgency?

Universities do this all of the time. But it is my sense that other disciplines perhaps do this better. It is all too easy for we chemists to invent a reaction or composition, publish it, and then move on to the next outcropping of opportunity. We do this thinking that surely somebody will pick up the ball and run it to the end zone of commerce.

But for any given paper published in SynLett or JOC or ______, the likelihood of commercialization is low. It is not automatically the role of academic science to drive its work towards commercialization. That has been the role of engineering. 

What has been lacking is more significant early overlap of the two disciplines. For a chemist to truly be a part of bringing a transformation to the manufacturing scale, the chemist has to begin thinking about how to prepare the chemistry for the big pots and pans. This is what the art of scale-up is about. And in scale-up, the practice of chemistry has to overlap with the practice of engineering.

Industry already provides for itself in this way by training chemists to do scale-up work. This kind of work has always been beyond the scope of academic training.  But what if there were a course of study wherein chemistry faculty and students could more thoroughly address the problems of chemical manufacture? What if engineering concepts would be allowed to creep into the training of chemists?

Chemistry faculty would begin writing grants for process oriented research. Schools without engineering departments might start hiring the odd engineer or two in an effort to “modernize” the chemistry department.  Gradually, a department might become known among recruiters and donors for producing a strain of BS, MS, and PhD chemists who are already adapted to process research.

It is important to stress that the goal is not to plop conventional engineering curriculum into the chemical course of study.  That will not work. But what is possible is to build a minor in industrial chemistry applications. This pill will be easier to swallow for the P-chemists because in short order it would be apparent that chemical engineering is heavily loaded with physical chemistry.

I have tried to make a case that one way to make a positive influence in chemical innovation in North America is to begin a grass-roots effort to stimulate the culture of chemistry. I believe that providing an avenue of study that includes early exposure to engineering and process economics will stimulate many more students and faculty to make significant contributions to entrepreneurism and industry.

The Chemistry Curriculum

It is time to have a frank talk about the fundamental merits of the college chemistry curriculum. This plan of study has remained substantially unchanged for decades (see comment by bchem). Certainly minor changes occur through nudges and bumps here and there pertaining to details. But in the last generation has there been a dialog or debate on the fundamental assumptions of the common curriculum? And I refer specifically to the ACS certified curriculum, which has been the gold standard across the country. Major changes that I have been witness to mainly accomodate an increased emphasis on biochemistry or new computerized instrumentation. 

The undergraduate chemistry curriculum is a very logical and thorough survey of the three pillars of chemistry- Theory, synthesis, and analysis. This covers the fields of inorganic, organic, physical, analytical, and biochemistry. Along the way we teach a few other areas of specialty by way of electives.

The current program of chemical pedagogy is certainly true to itself. There is genuine concern and care to avoid dilution of the content and over-inflation of grades, generally. The core domains of the subject are sorted out and given special consideration. Much work has been done to spark interest in the field and textbooks seem to be written quite well as a rule.  Resources like J. Chem. Ed. are a continuous stream of clever tools and tricks to make the subject more plain.

Our colleges and universities have been quite good at churning out chemical scholarship. And students are given scholarly exposure in their learning program. Not surprisingly, scholars are very good at producing more scholars.

But has the academy been keeping up with the role of chemistry in the world?  Just look around. How many CEO’s and upper executives in the top 100 chemical companies are chemists? I have not seen this statistic tabulated. But I am confident that relatively few chemists populate those ranks. Those that do often arise through marketing or finance channels.

But why should they? The field of chemistry attracts people interested in science, not business. Chemical educators have a responsibility to educate chemical scientists with a minimum proficiency in the field.  That requires a minimum number of semester hours of coursework within a 4 year period. There is only so much a department can do and so much a student can absorb.

Yet, the purpose of a college education is to prepare a student for a productive life. A learning program that is internally consistent but blind to the needs of the external world is a fantasy. Have we come to value programmatic tidiness more than practicality?

Chemistry is a highly practical field. It involves problem solving and production. Chemists make stuff. Chemists solve problems. Chemists are specialists in the transformation of matter. But chemists do not operate in a vacuum. They do their work for organizations, and there is the rub.

By training, chemists are woefully prepared to function outside the laboratory. And as a direct result, chemists are poorly prepared to leave the lab and function elsewhere in the organization.  Traditionally, education in the organizational arts has been considered on-the-job training. In a sense this is not unreasonable. How can educators anticipate the needs of a student 5 years into the future? 

What is under appreciated by educators and students alike are the many opportunities that will follow for a chemist in industry. Many if not most chemists will come to a fork in the road in their careers. Will they stay in the lab or will they go to the business side? Usually, the path to greater opportunity in a business organization is the business side. Technical sales, customer service, marketing, procurement, management, etc.

I am not proposing that chemistry faculty teach coursework that cover such material. I am trying to suggest, however, that chemistry departments take a closer look at what an industrial career really looks like and try to anticipate a few needs that will arise as a result of this career path. Advisors can talk to students about the possibility of a business minor. An accounting or marketing class could be very helpful for a student who is uncertain about his/her career path. These are painless actions that can be of great use to a graduate.

But there is more than the passive approach of suggesting alternatives to undergrads. There is a more active approach that would definitely serve the needs of students and society alike.

Elective coursework covering intellectual property and patents, business law, the regulatory world (TSCA, EPA, OSHA, CERCLA, REACH, etc.), industrial hygiene, and perhaps most importantly an introduction to chemical engineering. This last item I cannot overemphasize.  Chemical engineering includes the basics of unit operations, process economics, thermodynamics, and controls. I would offer that the whole package could be called Industrial Chemistry. 

There are junior college programs for chemical operators that do provide exposure to some engineering concepts. But this isn’t necessarily for management track graduates.

I would offer that the department with an industrial chemistry program would be very successful in job placement as well as attracting new majors.  Comments?

 

Solar Warming

Here is an interesting analysis of solar min/max data. I can’t vouch for the kind of analysis that was performed. But it is interesting to see. The effects of variations in the solar flux on global temperatures seems to be neglected in discussions I run into. Among other things, these folks suggest that a lesser known 66 year solar cycle may come into play.

One commentor in a previous post suggested that we are approaching the end of the current interglacial period. He said that recent interglacial periods were characterized by polar cap melting followed by entry into the glacial side of the cycle.

Even if the solar output was constant, the interplay of the ocean heat reservoir with the atmosphere, greenhouse gases, vulcanism, asteroids, and the earth’s albedo is complex enough.  Heap on top of that the subtle thermal modulation by the sun and you have a really complex problem.

Global warming could reduce to an equation where one of the components of the sum derives from anthropogenic greenhouse emissions. 

I keep having this thought that Al Gore is eventually going to have a long talk with Tipper about returning the medal to Sweden.

NIH Manditory Open Access

According to C&EN, the NIH has issued a rule that publications resulting from NIH funded research be submitted to PubMed Central for posting.  Naturally, organizations with copyright interest in published research is  less than enthused by this ruling.

What has happened over the last century is that a sizeable publishing industry has grown up around the publication of periodicals specializing in scientific research.  In exchange for release of copyrights, authors get free or nominally priced access to publishing and distribution of their work. For their part, publishers tap into a continuous stream of refreshed content that is virtually free of charge. 

Counterbalancing the low cost of content are the sad facts of subscriptions.  Many (most) journals suffer from low distribution numbers, so the zero cost of content helps to keep overhead down, but publishing and distribution costs cannot benefit from the economy of scale.

The special interests seem to be sitting in watchful waiting, but they have raised the issue of copyright. Their concern is that they are being forced to distribute their property by the strong arm of NIH without the chance for reimbursement.  This could resolve to a property rights battle and as such, I can’t imagine that the NIH would prevail in the courts.

Descriptive Inorganic Chemistry

Now that I am doing a fair amount of inorganic synthesis and preparation of metal coordination complexes, I look back to my undergraduate education and wish that it had been somewhat different.

In my undergrad time in the early 80’s, inorganic texts were heavy in theoretical concepts- molecular spectroscopy, ligand field theory, and group theory. It made for a tidy textbook package and coursework was constructed around it.  I cannot speak for other institutions, but in my experience the inorganic curriculum is (was) somewhat leaner in course options than is organic or biochemistry. In particular, the inorganic lab experience was somewhat less endowed with resources than the more popular biochemistry lab.

In graduate school, our graduate level inorganic coursework was even more theoretical than was the undergrad coursework. Obviously, there is a good argument for this and I am not actually complaining about it. But I will say that, in my experience, descriptive inorganic chemistry in the lecture section was sacrificed by the professors apparent preference for the elegance and tidiness of theoretical inorganic chemistry.

To his credit, my undergrad inorganic professor did try to give us the best lab experience possible. We had a vacuum line and did have the chance to use it. We did a prepn of AlI3 a tube furnace. We prepared Cu2(OAc)4 and a few other complexes.  He was also a glass blower  and did his best to teach us a bit about glass.

But in the end, the department was much more highly invested in organic and biochemistry. I was enchanted by synthetic organic chemistry and continued down that track.

With the benefit of hindsight, I now see that the curriculum that I was channeled through was too lean with respect to the rest of the periodic table.  Decriptive and  preparative inorganic chemistry was wedged in only by virtue of the strength of the professors interests and personality. Theoretical inorganic chemistry does not require expensive laboratory facilities.

So, I have come out to speak in favor of more descriptive inorganic chemistry in the curriculum.  More reaction chemistry. More preparation of materials in the lab. More characterization of or reaction products. More experience with setting up reactions and isolations.  More experience with hazardous materials!!

The notion that laboratory experiences for chemistry majors must be constrained by the need for Green consideration is nonsense.

I believe that microscale equipment for chemistry majors should be banned. Students should minimally prepare a few grams of materials so that they can be handled for subsequent purification and characterization. Forcing inexperienced students to prepare a spatula tip of product is unfair and needlessly harsh.

The idea that constraining a junior or senior to preparing less than 100 mg of product in a reaction is somehow green and worthy of merit is absolutely ridiculous. This is chemistry lab, not church camp.  The savings in environmental insult is minimal. There are much bigger fish to fry than this anyway. 

I suspect that equipment expenses and waste costs for university chemistry departments are drivers in what is chosen for the lab experience. If indeed efforts are being thrown on better instrumental experiences rather than better preparatory experiences, then I would say that we are missing the point. Given the creeping featurism in computer controlled instrumentation, I would suggest that monies be spent on better synthetic experiences than on the latest hyphenated instrument. 

Perhaps someone could comment on this.

Farewell to Arthur C. Clark

I’m saddened by the recent passage of the science and science fiction (SF) writer Arthur C. Clark. I blundered into the SF works of Clark, Asimov, and a few others as a high school sophomore. Freshly relocated from the midwest in 1971, I fell into a social group that was largely scientifically and technically oriented. We shunned hippies, pot, and cigarettes in favor of electronics, SF, chess, and physics.  We were juvenile scientists and engineers.

I have always enjoyed the narrative style of Clark. He was able to write thought provoking SF with dialog that was comfortable yet focused. He could manage plot development with technical subjects without collapse into a pedantic or evangelical tone.

What I am left with from my years of reading SF is a particular world view.  My vision of the future is greatly shaped by numerous SF stories written over the last 75 years. It is an egalitarian world where people have reasoned their way around nuclear self-immolation. A world where the quest for knowledge is prized and where the extinguishment of pain and suffering is sought by all. Greed has been abandoned as a way of life.  People spend the bulk of their lives seeking pleasure and understanding, not just the next meal.

But, it’s just science fiction.

Bicarbonate Vulcanism

I’m taking thursday off to judge a middle school science fair. Should be a hoot.  I don’t know what I’ll say if I see an 8th grader with a volcano experiment. Hopefully we’ll see some hypotheses, measurement, data reduction, and conclusions rather than just demonstrations. I’ll try not to make anyone cry.

Update:  By my estimation, the science fair was a success. I was impressed by the number of students who obtained results that did not align with their hypotheses. I made a point of suggesting to them that experiments which give results that are unexpected are the most interesting of all.  We talked about what success really means in experimentation. Most seemed relieved to hear that their efforts weren’t wasted.

After we discussed this, I placed an epistemological time bomb in their consciousness. I asked the question “When people speak with great certainty but never do experiments, what are you going to think about their assertions?”

There were no volcano displays. That is elementary school stuff. But there were several Mentos/Coke Cola research studies. One kid built a potato cannon that used hairspray and a lantern igniter to launch the spuds. I predict that this kid will eventually lose body parts.

Bis, Tris, Tetrakis

For many seasons, Th’ Gaussling was the keeper of part numbers and nomenclature in his village.  Fellow peasants would stumble out from the dark and dank mines to plead for new part numbers and names for the new products. As always, outsiders are surprised to learn that this is an actual “job”, but in fact it is. When you make new stuff, eventually you have to call it something. And what you call it has to be recognizable to the barbarian tribes outside the walls.

Peasants and grandees alike would take the names in gratitude for the everpresent fear was that they themselves would be called to toil in the muck of nomenclature as I have.

The dark world of nomenclature is split into two hemispheres- IUPAC and CAS. I don’t know what the deal is with Beilstein. It seems to be a sinking ship with a few deckhands polishing the brass knobs as the bow submerges.  Arguably, CAS has become the default system for nomenclature and identification in much of the world. The CASRN is increasingly the standard for unambiguous substance identification. The US EPA relies upon CAS to keep track of the TSCA inventory. Chemical sellers all over the world rely on the CASRN system to identify products and as a search term to attract internet search engines to their websites.

The major problem that I have encountered is that nomenclature from the 9th collective index (9CI) is often incompatible with our accounting system. The system does not accomodate Greek letters (kappa and eta) and the numbering system leads to sorting and format problems with list generation and subsequent retrieval. The complex system of numbering schemes and nested hierarchies plays havoc with the system as well, if for no other reason than the character count exceeds what is permissable in the data field.

Even more troublesome, the complex names are largely inaccessable to non-chemists. It is very hard for administrative assistants and temps to comprehend accounting data when they are fundamentally unsure of what the identity of the product is and why various materials show up in the bill of materials. To non-technical folks on the business side, chemical names are often just a complicated character string that is prone to data entry errors.

I’ll have to admit that nomenclature from earlier indices (6CI to 8CI) is often more user friendly in this regard. So when it is time to choose a name, 9CI doesn’t always win. This is a propagation step in the retention of obsolete nomenclature and I am guilty as hell of keeping it going.