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Topic: synthesis of 13C labeled dimethylzinc  (Read 4129 times)

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Offline nielsgeode

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synthesis of 13C labeled dimethylzinc
« on: February 13, 2009, 01:52:27 PM »
For some mechanistic study I need 13C labeled dimethylzinc which you cannot buy. This means I have to synthesize it.

My first idea was the following:

1) MeI + Li(s) => MeLi + LiI
2) 2MeLi + ZnCl2 => ZnMe2 + 2LiCl

However, the byproduct (LiI) formed in the first reaction cannot be seperated from the methyllithium. This gives troubles in the second reaction where you make MeZnI instead of ZnMe2

Commercially "halide free" methyllithium is produced from MeCl which is a gas so difficult to handle and probably extremey expensive to buy as 13C labeled.

A literature search gave me two possible routes:

Zn + 8% Cu + MeI => ZnMe2 in 85% yield
The reaction conditions are troublesome (high temperature and pressure) and seperating ZnMe2 from MeI is a reall pain in the ass because the boiling points differ by only a few degrees

Second route is from AlMe2Cl and Zn but also not convenient for in the lab.

Anyone any ideas how to get 13C labeled ZnMe2

Offline alphahydroxy

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Re: synthesis of 13C labeled dimethylzinc
« Reply #1 on: February 14, 2009, 12:17:50 PM »
Perhaps you could examine the procedures of Rieke et al. and adapt them?

A google and a lit search should get you on the way...

Offline nielsgeode

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Re: synthesis of 13C labeled dimethylzinc
« Reply #2 on: February 14, 2009, 05:29:44 PM »
Perhaps you could examine the procedures of Rieke et al. and adapt them?

A google and a lit search should get you on the way...

Could you please give me a little bit more information? I've been searching for quite some time and I don't get any further than the name of the author: R. D. Rieke

Offline alphahydroxy

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Re: synthesis of 13C labeled dimethylzinc
« Reply #3 on: February 15, 2009, 09:29:29 AM »
Have a look here:

http://www.riekemetals.com/literature.html

Hopefully that will be a useful starting point...

Offline nielsgeode

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Re: synthesis of 13C labeled dimethylzinc
« Reply #4 on: February 15, 2009, 10:07:15 AM »
Have a look here:

http://www.riekemetals.com/literature.html

Hopefully that will be a useful starting point...

Thanx  ;D
let's give it a try  8)

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