(Oligomer) size does matter

March 8th, 2010 by excimer

I swear to god, they’re just doing this on purpose now:

“Synthesis and molecular properties of donor–π-spacer–acceptor ynamides with up to four conjugated alkyne units.” pi-spacers. Because they space out pi orbitals. Girl.

However, the results of the paper did show that “intermolecular charge transfer” does “decrease” as the “length of the pi-spacer” “increases” beyond two “alkyne units.” Apparently for maximal “charge transfer” in “oligoynes” there’s a tradeoff between “length” and “pi-donating ability.”

…penis.

On science writing (and writer’s block)

February 22nd, 2010 by excimer

I read a blog post this morning (http://www.problogger.net/archives/2010/02/20/the-best-writing-advice-ever/ – heed his words!) and it inspired me to give everyone some unsolicited advice about writing science.

I like to write as much as many of you like to run- and my disdain for the latter is on par with many of yours’ for the former. Nonetheless, we don’t need to run to be scientists (unless it’s away from something), but we all have to write at some point.

Writing, as a technique to be learned like running a column or using a glove box, is woefully underrated. We as educators suck at teaching students how to write about science- we either oversimplify the process or do it completely wrong. Small wonder, then, that so many scientists suffer from writer’s block- nobody told us how to do it right, and so we struggle with the details.

The process of writing, whether you like it or not, is an inherently creative one. The process of choosing words to make statements is entirely up to you, and the guidelines for most manuscripts are sparsely detailed at best- in effect, we have a “blank slate” to create our ideas. But when we spend most of our day preparing and executing tasks in a logical, stratified way, it is understandable to feel leery about having to abandon scientific methods in order to write clearly about the science you have done. But you have to. There is no better way to deal with the realities of logical flaws, lapses in reasoning, missing details, and (most importantly) triumphs in your work than to write about them. A clear presentation of data alone will allow people to construct their own narrative and conclusions- intelligent people will do that with your data regardless of what you write, as they should. But, as scientists, we do not collect data for that purpose. Scientists have something to prove- a hypothesis, a concept, a theory. That “something” is the narrative of your paper, and all of your statements have to relate to the ideas you are pitching. That is what scientists do. We are idea engineers, and we are storytellers. Everything else is mere detail.

In other words: if you don’t know why you’re doing what you’re doing, and you can’t craft a narrative to describe your ideas and defend them, then you’re not a scientist- you just work for one. And you certainly shouldn’t be writing about it. Writing transcends achievement- it is the only testament to your understanding, creativity, and worth to the scientific community.

That doesn’t mean writing is easy- far from it. But it does get easier with practice. Here are some pointers on how to tackle writing a manuscript might help those who suffer from severe writing-related procrastination and/or writer’s block. Writing any paper should start with the question “why am I writing this?” You should be able to answer this in a nicely-crafted sentence, in your own words- not your boss’, not anyone’s- just yours. It’s amazing what a single sentence of your own creation can do for writer’s block. Once you have that sentence, you can start to deconstruct it. Let’s say I wanted to write a paper because “I developed a cute new way to polymerize olefins.” (I happen to like the word cute.) The entire paper is contained within that sentence, because in the paper I have to explain 1. what i did; 2. why it’s cute; 3. why it’s new; 4. why I care about polymerizing olefins (note I didn’t say “why your boss or anyone else should care”- your boss isn’t writing the paper and I guarantee their inspiration is gonna be different from yours and that kind of intellectual diversity is a good thing); 5. how said cute way was inspired/developed; and so on. There. Answer those questions in an outline, dump in some references, make the data presentable, turn the outline into paragraphs, and you’re done with your first draft! Now, give it to someone else and see if they believe what you wrote and that you spelled everything right. Repeat. Send to boss. Piece of cake, right?

…but what if you get stuck again in the process? Well, that’s the beauty- and beast- about writing- it exposes your logic more baldly than any other way. Writer’s block is annoying, but can be productive in terms of ensuring your narrative is justifiable. If you get stuck, it’s probably because of one of two reasons: either you just don’t really know how to contextualize a particular topic; or you don’t believe, or like, what you’ve written and mentally cannot continue. The former is easy to fix, as you can just repeat the above process of describing in one sentence what you want to say in a particular section, then go from there. The latter is a bit more difficult and will require some introspection. If you can’t continue writing because of your disdain or disapproval for what’s already on the paper, you have to ask yourself: is it a matter of taste, or a matter of poor interpretation? If it’s a matter of taste, then you just have to plow ahead and deal with the fact that a completed garbage dump of a paper is better than a partially-complete dump of a paper, and these feelings will eventually be sorted out. But if it has to do with the science therein, then I suggest skipping that section, and writing in the margin or somewhere what data or experiment that section needs to make you feel more secure about your narrative. This will help calm you down and let you continue writing the other sections in the paper. Putting the pen down and getting back in the lab should only be done in cases where you believe an unperformed experiment will make or break the overall statements of the paper.

The details on how to write a scientific paper are in Whitesides’ “Writing a Paper”. Outlines are essential, though personally I prefer to write mine out in pencil, because of things like organic structures and equations and I like to change my mind a lot and all that.

Well, I hope that this is at least somewhat helpful for you all who struggle with writing. Writing is crucial to being a scientist; it is not a waste of time. And being good at it requires practice and patience and training- just like running a marathon. But with slightly less sweat.

We I’ll Never Graduate

January 29th, 2010 by LiqC

α-Oligofurans. JACS ASAP

how to win friends and influence instruments

January 28th, 2010 by Ψ*Ψ

I’ve been AFMing myself blind for the past three weeks or so, and now it’s time to tell you all about how to make the demon box do your bidding.  Instead of devoting a post to tweaking PID settings and finding the setpoint sweet spot, though, I’d rather put something up that you’ll actually read.  Time for group superstition?  You bet!

Feeding the AFM: a simple way to garner favor.  It is a little-known fact that you will get better images if you scan over lunch.  This may not be feasible in many labs…and, of course, it is not recommended to offer the instrument food directly.  Perhaps the instrument feels sorry for you not having a life because you have to babysit and make sure it doesn’t flake out.  It is unknown precisely why this works.

Spending late nights and weekends with your tappy little friend is also useful, but for other reasons: the building is usually quieter then, so there are fewer vibrations to worry about.  (Never mind the vibration isolation table or platform or whatever else you have there.)  And perhaps it is just happy to see you.  It gets lonely sometimes.  Be careful, though–if you are extremely tired, you are likely to break tips.

Serenading the instrument, however, is not recommended.  Singing Lady Gaga and playing the guitar can introduce artifacts to your scans.[1]  Perhaps the AFM just has no taste in music and is irritable.

If things are going terribly wrong, and you have tried all else, I recommend playing the following video while menacingly waving a blunt object:

Even if the AFM is unpersuaded by this apparent (and quite empty) threat, you will enjoy fantasizing about smashing it to bits.  If this last-ditch measure fails, go home.  Some days are just no good for scanning.

In all seriousness, though, the easiest thing you can do to get good images is to use good tips.  For tapping mode (all I can do for the time being, though I suspect this will change), Budget Sensors are well-loved by my group.  Vista Probes, on the other hand, are really only suitable for scanning probe virgins.  (Noobs will learn to tweak and tune and troubleshoot because they will have to do so about every other scan, and you won’t have to worry about them breaking your good tips.  It is possible to get decent images with these, but babysitting is definitely required as they can be quite flaky.)  More experienced users: any favorites?

[1] Not my doing: I lack these talents.  One of my labmates does these things very well, though.

Carbon-Based Iodidiocies

January 25th, 2010 by LiqC

  There’s a cool little paper in ACIE about making iodocarbonates from allylic and propargylic alcohols and iodine under CO2 atmosphere, iodolactonization style. Well, I thought it was iodolactonization style, but they draw an actual iodine carbonate (IOCOR) as an intermediate, rather than an iodonium. Regardless of the mechanism, I think that any reaction that utilizes as reagents gases more commonly viewed as supplies is pretty cool.[1] Bent alkyne — NOT cool.

  I think you can even run it by simply throwing dry ice and iodine in a THF solution of your alcohol. Don’t worry about the oil, seems like you’ll need chromatography anyway. Simple reaction that provides nicely functionalized, differentially protected compounds. What caught my eye though was their emphasis on chemical fixation of carbon dioxide. Erm… Let’s do the math for scale up.

  We’ll need carbon dioxide (8.4 Gt, 190.9 Tmol — total emissions in 2006), tert-butyl hypochlorite (2 equiv), sodium iodide (57.3 Gt, 1 equiv), THF (1140 km3).
  See what I mean? How can one be serious about industrial scale chemical fixation of carbon dioxide? Even if it’s quicklime? What do you guys think about the whole atmospheric carbon issue?

  On a related carbon-based note, I read up on nanotubes.[2] More carbon-based than carbon dioxide, CNTs have made a quick appearance here at CBC before. Nowadays, it seems like we know how to produce them efficiently and selectively (single-walled over multi-walled, for instance). Here’s an incredibly cool picture from this Science article, which illustrates a striking process of transforming an unappealing black powder into a very unusual material.

[1] The professor from that lab knew a student who came to try to activate nitrogen. Specifically, he intended to revert a Schiemann reaction. He claimed that he had isolated phenyldiazonium tetrafluoroborate in low yield from PhF+BF3 reaction, run in liquid nitrogen.
[2] NOT an online video sharing website for really tiny internet junkies.

Open Thread: Giving a talk on lab safety for grad students

January 17th, 2010 by excimer

Guys and gals, I would like your input on something. I am giving a laboratory safety seminar to first-year organic chemistry graduate students in about a week. While I already have notes from the prof who used to to this seminar, the powers that be decided that it would be best if a senior graduate student did the talk- someone who still works in the lab and knows the dos and don’ts of modern organic synthesis. And I’m a sucker for an audience. You should know this by now.

So my question to you all is this: what would you want to cover in a hour-long talk on lab safety, given that:

  • The audience consists only of first-year organic grad students and the majority of them will be doing organic or organometallic synthesis;
  • A majority of them already have research experience either as an undergrad or in industry;
  • My part of the talk is geared toward working in the lab as opposed to department and school policies and such, which is covered by someone else. In other words, the current talk has a considerable amount of chemistry in it.

While the slides I have for this talk are pretty good, in some ways they are not terribly up-to-date. In the interest of sheer curiosity for your thoughts, I won’t divulge the current content. The floor is yours.

2009 Cornies!

December 31st, 2009 by excimer

Holy crap, 2010 is almost upon us. Time for a last-minute 2009 Corny!

Badass AFM? Oh yes. IBM’s Science paper on the high-resolution single-molecule AFM of pentacene was so jaw-droppingly sweet it almost made all the crappy stuff that happened in 2009 seem irrelevant. I covered it already, but to wit:
pentacene-AFM

Mazel tov! Normal blogging (y’know, with Ψ*Ψ and LiqC) will commence next week. Happy New Year!

2009: A Year for Faked Science

December 22nd, 2009 by excimer

I’m calling it right now: 2009 sucked major ass. It was an okay year for me, at least: another year down of killin’ bitches and throwin’ em in ditches. [1] But for society as a whole, there’s little to look back on with fondness, especially in science.

Remember how we bitched about the Nobel in Chemistry going to the discovery of the structure of the ribosome? That was silly of us. The science they won it for was, at least, based on facts. Consider the biggest science news stories of the year:

At the top of the shit heap was Climategate, that overly-publicized clusterfuck of epic proportions that forced us to have a dialogue about the nature of science and how it affects policy-making.

And then we find out that 12 highly-cited structures in the PDB were faked. And then this business in Peter Schultz’s lab with two high-profile articles in Science and JACS getting retracted, of which the chemistry blagosphere was privy to quite a while back, leading (perhaps indirectly) to the researcher in question not getting tenure at UT Austin.

And then, just this week, we find out that nearly 50 papers, if not more, in Acta Crystallographica C and E were retracted after it was found that two authors were taking structures and replacing atoms and fudging unit cells![2] I cannot, for the life of me, understand why anyone would want to do this, in Acta Cryst. no less, which is little more than a slightly peer-reviewed repository nowadays. Disgusting.

And with all of this tremendous bullshit, therein lies a insidious trend: as the world becomes more dependent on technology, we need its constituents to become greater champions for science. And in America, the opposite trend is happening. The scientific process allows people to be wrong; the process of gaining knowledge rationally is meant to be self-correcting. Being wrong is one thing. But fraudulent reports such as these not only take longer to correct, it undermines everything science stands for. Science is not about landing yourself a great job, it’s not about showing off your intellect, nor fame, nor glory, nor a means to your personal end. But the scientific establishment nowadays relies on its successes for the sake of its own power structure. And in 2009, that hubris was exposed in no small way.

So, goodbye, 2009. Don’t let the door hit your ass on the way out.

ETA: But hey, there were some high points to the year. For example, a majority of you reading this have survived the year, indicating that celebrities do not, in fact, read our blog. We also found out that you can oxidize alcohols with sodium hydride, not to mention the irony of iron cross-couplings. And that you can continue to publish the synthesis of molecules that kinda look like other things if you’re famous(ly crazy) enough. Hell, if you’re *really* famous, they don’t even have to look like anything. I’d also call 2009 the year of “what the christ is this shit?” but that’s pretty much every year, isn’t it?

[1] Er, by “killin’ bitches” I mean doing a lot of chemistry, and “throwin’ em in ditches” I mean publishing some of it.
[2] List of Acta. Cryst. retracted papers here and here.

Tweet me so I will have been twatted

December 17th, 2009 by excimer

goldmemberThe egregious lack of comedic chemistry-themed Twitter accounts has forced me to action. I present to you the Fake IUPAC Gold Book, a Twit in the vein of the incomparable Fake AP Stylebook. (There’s nothing original in the world, so steal what you love.) It’s like a Y2K version of the IUPAC Gold Book, but with far more snark and slightly less potty humor.

More chemistry-related swearing can be found on my Twitter, as well as on Ψ*Ψ’s.

Merry Christkwanzahanudan from everyone here at CBC.

Crystal Porn: the kind of porn you can post on YouTube

December 14th, 2009 by excimer

I spent the better part of my day tinkering with our group’s microscope and figuring out how I could connect the output directly to iMovie on my computer. The microscope has a polarizer on it, so I decided to bust out some epic fail crystals[1] I made and make them even the slightest bit useful.

So, for the benefit of our “beloved” “readers,” I put the fruits of my labor on YouTube for everyone to enjoy. Sorry, no audio track, but I put in subtitles. You don’t want to hear me talk, anyway. I sound like some unholy mix of valley girl and my music professor in college.

Enjoy.

[1] Epic fail crystals: the kind of crystals you labor over for days at a time trying to make correctly, finally isolating some of suitable quality, finding out they diffract beautifully, with a structure that is incredibly easy to solve. And then finding out, after all that work, that it wasn’t what you wanted.