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Topic: Benzaldehyde + Ni Raney  (Read 1701 times)

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Offline xshadow

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Benzaldehyde + Ni Raney
« on: October 27, 2019, 05:59:33 AM »
Hi , in an exercise I have benzaldehyde +Ni raney

I don't know the product  exactly...
I know that:

Ni raney can reduce benzene
Ni can reduce also ketones and aldehydes


Here I have a benzenic ring + an aldehyde group
Will Ni raney reduce both ??

Thanks!!

Offline AWK

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Re: Benzaldehyde + Ni Raney
« Reply #1 on: October 27, 2019, 06:38:43 AM »
Raney nickel does not reduce any compound. It is a catalyst that may transfer hydrogen to organic molecules from elementary hydrogen or from hydrogen-rich compounds.
Which compounds may form during reduction depends on the reaction conditions.
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Offline xshadow

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Re: Benzaldehyde + Ni Raney
« Reply #2 on: October 27, 2019, 12:48:54 PM »
Yes,was Ni +H2

An exercise says benzaldehyde + H2/Ni raney


I don't know if both benzilic ring reduction and carbonyl reduction happen




Offline AWK

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Re: Benzaldehyde + Ni Raney
« Reply #3 on: October 27, 2019, 01:47:27 PM »
The pressure of H2 and temperature of reaction are very important parameters.
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Offline xshadow

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Re: Benzaldehyde + Ni Raney
« Reply #4 on: October 28, 2019, 04:41:32 AM »
The pressure of H2 and temperature of reaction are very important parameters.

Do I need High temperature and pressure in order to reduce the benzylic ring?

If mild/moderate condition I'll reduce only the  C=O of aldehyde?

But with high temperature both benzylic ring (less reactive) and C=O group (more reactive)

Thanks!

Offline AWK

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Re: Benzaldehyde + Ni Raney
« Reply #5 on: October 28, 2019, 04:50:56 AM »
~100°C is sufficient for reduction of phenyl ring.
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Offline xshadow

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Re: Benzaldehyde + Ni Raney
« Reply #6 on: October 28, 2019, 06:08:03 AM »
Thanks..

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