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Topic: 9-BBN  (Read 6623 times)

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Offline Telamond

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9-BBN
« on: May 20, 2011, 05:05:31 AM »
Has anyone worked with 9-BBN?

There's a Suzuki reaction that I want to perform using 9-BBN.
But according to wikipedia ( :-X ) it should be handled inside a glove box.

Has anyone ever worked with it outside the glovebox before?

Offline Oxime

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Re: 9-BBN
« Reply #1 on: May 20, 2011, 12:36:48 PM »
I don't know from experience, but a colleague in my lab tried to use 9-BBN outside of a glove box about two years ago. Apparently, even in the presence of moisture in the air, the chemical caught fire along with the weighing paper it was on. If you're going to use it, I'd suggest doing it in a glove box.

Offline karbon

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Re: 9-BBN
« Reply #2 on: May 20, 2011, 12:43:11 PM »
Its possible to get 9-bbn as a solution from aldrich. I guess you can also make it in situ if you don't feel like working with a glovebox.

According to the wiki (:o) page you can make it from a BH3 Me2S complex. A little toxic, and very smelly, not too bad if handled with care though. Just remember to oxidize the sulfide in the end, unless you want to have a faint smell of cabbage everywhere.

Offline OC pro

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Re: 9-BBN
« Reply #3 on: May 21, 2011, 11:49:05 AM »
0.5 M solution in THF from Aldrich. Works out very well. No glove-box needed.

Offline Telamond

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Re: 9-BBN
« Reply #4 on: May 23, 2011, 05:58:39 AM »
Didn't see that there was 9-BBN in solution. Thanks for the replies.

We don't have access to a glovebox, this is the reason for me asking.

Offline Åke

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Re: 9-BBN
« Reply #5 on: May 23, 2011, 06:34:54 AM »
Has anyone worked with 9-BBN?

There's a Suzuki reaction that I want to perform using 9-BBN.
But according to wikipedia ( :-X ) it should be handled inside a glove box.

Has anyone ever worked with it outside the glovebox before?

Have you checked OrgSyn? http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv9p0095

Note 7 clearly states that the dimer is stable: "The 9-BBN dimer so prepared is reasonably air-stable so that exposure to the atmosphere for 1 month lowered the mp to ca. 146–151°C."  :o
« Last Edit: May 23, 2011, 06:48:42 AM by deviator »

Offline fledarmus

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Re: 9-BBN
« Reply #6 on: May 24, 2011, 08:30:14 AM »
Didn't see that there was 9-BBN in solution. Thanks for the replies.

We don't have access to a glovebox, this is the reason for me asking.

There are probably enough good suggestions here that you won't need one to make this reaction work, but just in case - I have had some success using an AtmosBag as an alternative to a glovebox when I just needed to transfer a small amount of an extremely air-sensitive reagent. They are cheap (~$50), fairly tough, and when you're finished you just fold them up and put them in a drawer until the next time, restoring that invaluable bench space. Essentially it's just a large plastic bag with gloves built in that you can seal and purge with an inert atmosphere.

Offline Telamond

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Re: 9-BBN
« Reply #7 on: May 25, 2011, 03:08:52 AM »
Didn't see that there was 9-BBN in solution. Thanks for the replies.

We don't have access to a glovebox, this is the reason for me asking.

There are probably enough good suggestions here that you won't need one to make this reaction work, but just in case - I have had some success using an AtmosBag as an alternative to a glovebox when I just needed to transfer a small amount of an extremely air-sensitive reagent. They are cheap (~$50), fairly tough, and when you're finished you just fold them up and put them in a drawer until the next time, restoring that invaluable bench space. Essentially it's just a large plastic bag with gloves built in that you can seal and purge with an inert atmosphere.

My mind is blown. :o
Wow!

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