mayorfixie

nothing has more possibilities than one old wet picture puzzle piece

[mayorfixie @mayorfixie]

@TomCaron I was a high schooler 30 years ago following Boston sports, and I remember watching you and thinking “this guy does it better and is more entertaining than anyone else I’ve seen. I hope he sticks around.” I’m not surprised at all I got my wish. Congrats on 30 years!

[mayorfixie @mayorfixie]

@awhspeed Ugh, you’ve made me remember the time I prepared the Greico reagent and thought “the starting material and product are both strongly scented which means organo-selenium is now inside my body and those are two facts I didn’t want to learn today”.

[mayorfixie @mayorfixie]

@awhspeed Sorry, I only have the one from the 200 mg of diethyl ether hydroperoxide I isolated and purified off of a column as an unknown spot on the reaction TLC 😬 That was a shocking NMR analysis, and the quickest I ever re-diluted an isolated product.

[mayorfixie @mayorfixie]

@awhspeed However! If you don’t know the increased reactivity of thiazolidine thiones compared to d’one, it could pose a problem. I recall a labmate of ours trying to protect the aldol pdt with TBSCl/imidazole was actually cleaving the auxiliary through imid-mediated (!) acyl transfer.

[mayorfixie @mayorfixie]

@awhspeed I have to say, the yellow color was much appreciated on column chromatography, and the readily cleavable (ie no exo-cyclic hydrolysis/cleavage) nature is pretty great compared to d’one. (Blasphemy!)

[mayorfixie @mayorfixie]

@awhspeed I recall about 2/3 of the way through my time in the lab that the 30+ year old supply of tributylborane ran out. Off chance a new lot of “rolled your own” Bu2BOTf wasn’t up to snuff?Seems far-fetched, but offering a possible, not probable explanation. Agree your result is weird!

[mayorfixie @mayorfixie]

@awhspeed @DrLCsquare Seconded.

[mayorfixie @mayorfixie]

@awhspeed This is amazing. I am astonished I (we) never heard this story. I’d have thought this would have been part of group-adjacent lore.

[mayorfixie @mayorfixie]

@awhspeed More (in case you’re still in the market):

Almost famous
Lost in translation
Adaptation
Eternal sunshine of the spotless mind
O brother where art thou
Master and commander
Touching the void
Mean girls
Zoolander

Just a random smattering of movies I enjoyed. No particular order.

[mayorfixie @mayorfixie]

@awhspeed 28 days later (do you like zombie movies?)

[mayorfixie @mayorfixie]

@awhspeed Devils and details…why IMO it takes a certain “type” of person to be a (good) scientist.

(Well done, btw!)

[mayorfixie @mayorfixie]

@awhspeed Good luck! (What class??)

[mayorfixie @mayorfixie]

@awhspeed @BagPhos @XMa75870843 I’ve used a chelator workup for titanium rxns with great success. Quench with THEED (CAS# 140-07-8) and stir for an hour or so, then partition between NH4OH (say 1M) and organic. Everything in solution IIRC.

[mayorfixie @mayorfixie]

@MarkLautens @MatthewHorwitz1 @AmerChemSociety The tradition continued through my time in the group (‘02-‘08) and I’m privileged to have a great collection of theses as well (some hard bound, some digital files).

[mayorfixie @mayorfixie]

@awhspeed @Chemjobber What does is mean if I’m a 12?

[mayorfixie @mayorfixie]

@14Kountz And I say this as someone who truly believes in the importance of the microbiome. It’s going to end up as a validated drug target many times over, but it’s going to take a while - perhaps decades - to get to where perception and reality find equilibrium.

[mayorfixie @mayorfixie]

@14Kountz …that will get us back to the idea of the microbiome as a drug target. Given 10s of companies and billons of $ investment, and only one successful Ph 3 trial (Seres) it’s going to be a while before over-hyped reporting can do more damage than the industry has done to itself

[mayorfixie @mayorfixie]

@awhspeed I tend to go with the NYT wirecutter recommendations, and a dehumidifier is no exception. Been going strong for 4years and counting in the basement. https://t.co/SRS1oMwi54

[mayorfixie @mayorfixie]

@NaOHBartfield So 70% protecting group by mass then. Only 30% substrate disposed 😛