originally posted by Clark Smith:
Hi Everybody! Devil here!
Oh, c'mon, take off those cheesy horns.
I just heard about this conversation and decided to take time ... to read through your reflections here.
Welcome.
(If you read enough of the board to get a flavor, which I recommend before you waste too many precious moments here, you will learn that the traditional greeting to the n00b used to be a hearty "Fuck You!", though this has fallen somewhat into desuetude lately. Not that you shouldn't waste your precious moments here, but you should see what you're getting into.)
I have to say that I am honored by the intensely thoughtful and balanced viewpoint put forth here in examination of my book.
Cheers, for my part.
I guess I’m an optimist, but I’m inclined to think we rather do enjoy the same things, and I hope to sit with some of you and actually compare and discuss impressions with some wines in front of us instead of a feast of words.
I would take the other side of that bet financially, but personally am willing to take the risk.
Outside of that difference of opinion about our prospects as colleagues, I only have a couple remarks. I can’t leave unchallenged the assertions about phenolic chemistry, which while true enough, were very carefully considered.
Don't quite follow you here.
To treat it at all, we had to trim it to the essence, sort of like those minimalist James Thurber sketches. So we elected to start with phenolate ionization and move on to the more specialized diphenol reaction with oxygen, glossing over some minor distinctions that didn’t carry enough water to be worth mentioning. It was a risky manoever which I tried to explain in the introduction, and frankly I never expected to be called on it. I guess I should have realized that in a provocative book, oponents would seek to discredit the science, but your discourse is so even-handed that I am disappointed that you chose this rather cheap shot.
As I noted in my OP, it bugged me. Maybe it's a PoMo/Enlightenment thing, but in my world when you attach a label to an object, I like them to correspond. Speaking as a has-been chemist, dienones don't react like quinones, because they don't get to be aromatic when they reduce. I thought it was more a typo than a deliberate choice to omit the rest of the structure, but the compound you picture wouldn't react the way you want it to. It doesn't mean that your argument is wrong, as I note above, but it means that your picture is an unwelcome distraction to anyone who actually knows what it means, and misleadingly authoritative to anyone who doesn't.
Also, I am not an "opponent" (my sic), necessarily. You have a great deal to say in your book, and I agree with parts of it unreservedly, have no opinion about other bits, think some of it is likely wrong, and think some of it is "not even wrong," as Pauli once said.
You must know as well as I do that phenolic pKa’s vary all over the place...
Sure. It was more a linguistic bit of carelessness, I feel, on your part. "This phenolic compound has a pKa of 9," say, would have satisfied me totally. Rather than, "Phenol has a pKa of 9," which is just wrong. So find a way to write it that is correct without overcomplicating it, IMO. It lends credibility. And it keeps you from being quoted to your disadvantage by your "opponents."
Quite frankly, in light of your quite balanced treatment of my book in general, I am surprised that you should seize upon this detail and speak so authoritatively in an area where your peers can hardly check out your pronouncements in an area even you admit hardly matters.
As a new poster on the board, you are unacquainted with my peers, several of whom are much more qualified to opine than I am, but are perhaps busier or more discreet.
Anyhow, I look forward to opening some bottles with you sometime. I rather imagine that it would be more productive than the abstract discussion.