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Topic: grignard reagent  (Read 3093 times)

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Offline Mona lizza

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grignard reagent
« on: July 27, 2017, 10:05:18 AM »
Why we say that grignard reagent is less reactive but more selective as compare to organolithium compound??

Offline Vidya

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Re: grignard reagent
« Reply #1 on: July 27, 2017, 10:25:34 AM »
In Grignard Reagents , there is Mg-C bond and in organolithium Compounds, bond is between C-Li.Check the difference in the Electronegativity of C with Mg and with Li.More polar bond is more reactive and less selective because of fast reaction.

Offline Mona lizza

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RMgI
« Reply #2 on: July 27, 2017, 10:49:48 AM »
I have red that order of reactivity of grignard reagent is RMgI is greater compare to RMgF and grignard reagent become less reactive when length of R increases reason????and why grignard didn't prepared RCaX????

Offline sjb

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Re: grignard reagent
« Reply #3 on: July 27, 2017, 12:33:29 PM »
..and why grignard didn't prepared RCaX????

See e.g. http://www.scs.illinois.edu/denmark/wp-content/uploads/gp/2011/gm-2011-3-15.pdf or J. Org. Chem., 1990, 55 (17), pp 5045–5051 (DOI: 10.1021/jo00304a016)

Offline Vidya

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Re: grignard reagent
« Reply #4 on: July 27, 2017, 01:04:35 PM »
I have red that order of reactivity of grignard reagent is RMgI is greater compare to RMgF and grignard reagent become less reactive when length of R increases reason????and why grignard didn't prepared RCaX????
Now compare the bond length of R Mg I and RMgF ...check which bond is easy to break?
R is non polar part  and in RMgX ..R- is working like a nucleophile and more bulky nucleophile are less reactive.

Offline Babcock_Hall

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Re: grignard reagent
« Reply #5 on: July 27, 2017, 04:32:59 PM »
The reactivity selectivity principle is not always observed to hold empirically.

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