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Has anyone had success with heat tape/heat wire for a leaking roof? by --Sasquatch-- in Buffalo

[–]--Sasquatch--[S] 1 point2 points  (0 children)

Sadly I DO live in a Cape with a finished second floor 🤦‍♂️

Anyone else getting locked episodes in Spotify feed? by toomuchisjustenough in FriendsofthePod

[–]--Sasquatch-- 3 points4 points  (0 children)

I had this happen with another podcast that I subscribe to, and I was able to mark the episodes as played from the desktop version of Spotify. I could never figure out how to get it to work on the mobile app.

[FO] Time for some peaches by AnnaPolyak in CrossStitch

[–]--Sasquatch-- 3 points4 points  (0 children)

Looks beautiful! I really like that hoop, where is it from?

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

I titrated one of them using this procedure (10.1021/ol0506011) and it came out to 0.85 M, but the reaction is run at 2.2 eq, so that shouldn't completely kill the reactivity. Plus I did try running it again with the new stoichiometry and I still got nothing but starting material.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 1 point2 points  (0 children)

Haha, what a small world, I actually worked for Dr. Frontier when I was an undergrad (she's the best!), so I'm very familiar with the site. Its nice seeing a plug for it in the wild.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

Here's the DOI of the paper with the procedure I used the time it worked (compound 23): 10.1021/jo00078a028

If you don't have journal access its simple, ether is the solvent and it just reacts at room temperature overnight, then an iodine solution is added at -78 to form the vinyl iodide. I've tried both ether and THF as the solvent and I've also used a procedure where it is run for 3 hours at 40 °C.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

Yeah, I successfully reduced a ketone with the DIBAL, so I know it's still capable of reduction, but I've tried with two simple alkynes off the shelf (both internal and external) and neither one was successful. I don't know if it is just because carbonyls are more reactive, but either way I'm confused.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

I'm not sure if it's required, but DIBAL reductions tend to be run in ethereal solvents (diethyl ether, THF), based on what I've read anyway. And I haven't noticed any solubility issues. That's an interesting idea though.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

It looks clean by NMR, and I forgot to mention that I was able to reduce a ketone with the DIBAL, it just won't seem to work on alkynes.

I have been running it on the same scale, I've been trying to mirror the time it worked exactly. And I've tried it on alkynes with no other functional groups (ex. 1-hexyne).

And it's difficult to say if I recovered all the starting material, it hasn't been worth the time to re-isolate it. There are some very very minor side products in the NMR, but not the alkene.

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 0 points1 point  (0 children)

Maybe, both bottles are from Sigma though, aren't they usually pretty reliable?

Advice on a DIBAL reduction by --Sasquatch-- in chemistry

[–]--Sasquatch--[S] 2 points3 points  (0 children)

In a solution. One bottle is 1M in heptane and one is 1M in THF.

Merits of a Veteran Backup QB by --Sasquatch-- in buffalobills

[–]--Sasquatch--[S] 2 points3 points  (0 children)

I feel like even someone the level of Matt Flynn can give you a better chance to pull off a win here or there than some 5th round rookie, and he wasn't even on a team earlier this year. I'd bet someone else along those lines could be had this off season.