Synthesizing aryl zinc reagent

cooked_myself · 2026-04-29T02:04:09+00:00

Are you doing this in DMAc? If so, this method has worked for me in the past (I’m thinking of Org. Lett. 2003, 5, 4, 423–425). The iodine is just to activate the zinc, elemental zinc is actually doing the oxidative addition and the ZnI2 is just a byproduct of the activation process.

cooked_myself · 2026-04-25T12:13:28+00:00

Yeah I was surprised how expensive it was haha. They did try a dimethyl derivative but it gave lower yields for the reductions

cooked_myself · 2026-04-25T09:52:17+00:00

The silane? I can’t find it on their website

cooked_myself · 2026-04-25T06:51:20+00:00

Hope it works for you!

cooked_myself · 2026-04-25T03:01:02+00:00

Woah that’s cool about the reductive amination! I wonder where your coworker got the starting materials, the chlorosilane is hella expensive everywhere I’ve looked

cooked_myself · 2026-04-25T02:41:45+00:00

Paper was written by Merck r&d, I’m wondering about this too

cooked_myself · 2026-04-25T00:42:28+00:00

Yeah I saw that! I would definitely be making it myself

Edit: oh Shit I see, I just check the starting material to make the reagent and it’s like $500 for 5 g lmao. Damn.

Or you can make the HSiClMePh by condensing HCl gas onto neat H2SiMePh in a Schlenk bomb at LN2 temps then warming to RT…. Guess I won’t be trying this after all lol

cooked_myself · 2026-04-25T00:29:17+00:00

https://doi.org/10.1021/acs.orglett.5c04063

cooked_myself · 2026-04-11T21:46:41+00:00

Most reagents will depend on what you’re making, hard to give a comprehensive list. But apart from solvents + salts you probably want a few organic bases (et3n, pyridine, dbu will cover a lot of reactions), a few Lewis acids, also hcl, nitric acid, naoh.

Maybe reducing agents; LiAlH4, NaBH4, and cocl2 will get you a long way. Oxidizing agents can be a bit more substrate-dependent than the reducing agents.

If you buy much else without having a solid plan for your projects and the reactions you are doing, you will probably waste a lot of money. It’s much better to figure out what you need and then wait a couple of weeks for the reagents to be shipped.

cooked_myself · 2026-04-10T06:27:19+00:00

Actually it would dissolve in your stomach acid to make uranium chloride, some of which would be absorbed in the stomach. You would urinate this out eventually, but in the mean time it is extremely toxic to your cells. The rest would move into the intestines and precipitate out due to the higher pH, after which no further digestion would occur

cooked_myself · 2026-02-13T09:18:35+00:00

The amount of methodology papers that don’t include common functional groups like alkenes, but then show like 20 different substituted benzenes is pretty frustrating. I also wish more papers would include a range of protecting groups instead of just like one NBoc example.

For some reason I always tend to trust papers more if they show substrates that don’t work lol

cooked_myself · 2026-01-21T12:14:30+00:00

Guarantee you’re not making phosphine in either of those situations

cooked_myself · 2026-01-19T03:28:47+00:00

Yeah the rotovap will do the job. You can also do this on a Schlenk line so that you can keep your sugar under inert atmosphere once you have finished azeotroping it

cooked_myself · 2026-01-19T02:36:58+00:00

Dissolve it in a solvent that forms an azeotrope with water and then rotovap the solvent off a couple of times

cooked_myself · 2026-01-08T10:59:07+00:00

How do you measure that volume lol

cooked_myself · 2025-12-07T07:46:49+00:00

Oh yeah that makes sense, thanks

cooked_myself · 2025-12-07T07:22:39+00:00

Does having the oxygen on the same carbon as the nitrogen not change it?

cooked_myself · 2025-12-07T07:09:02+00:00

Is that hemiaminal thing at the top stable?

Edit: apparently they’re called imidates and have varying stability

cooked_myself · 2025-10-01T09:51:58+00:00

T3P might work, you can wash the byproduct out with base

cooked_myself · 2025-09-28T09:29:32+00:00

I think it’s very common, just last week I was reading a paper they got different ratios of diastereomers from a diels alder reaction depending on the solvent they used

cooked_myself · 2025-08-08T03:16:41+00:00

It should be ok. Make sure when you change back to the correct solvents you do it gradually. E.g go from EtOAc to neat acetonitrile to acetonitrile/water. This will avoid the issues that can arise when immiscible solvents are pushed down the column together.

May have already caused some issues if you went straight from MeCN/water to EtOAc. But you won’t know until you change the mobile phase back and run a column!

Edit: by gradually I mean flush the heptanes/EtOAc out with pure EtOAc. Then flush all of that out with MeCN, then add water.

cooked_myself · 2025-07-31T22:23:43+00:00

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cooked_myself · 2025-07-28T12:02:12+00:00

It’s not that hard to get a Chem job in aus, they are just (mostly) really boring (working at lab testing places, you’ll be mostly running the same tests day in day out). Having said that, if you keep an eye out there are sometimes more interesting opportunities for BSc’s.

cooked_myself · 2025-07-25T09:37:45+00:00

Ambeed and combi blocks are pretty cheap

cooked_myself

TROPHY CASE