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Topic: nucleophilic sub questions - please help  (Read 4793 times)

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HoustonS

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nucleophilic sub questions - please help
« on: July 15, 2005, 02:20:28 PM »
i am confused by this reaction and could use some assistance with two questions...

1. in nabr + h20 + 1-butanol, why is water used, and how would the yield of 1-bromobutane change if it was not used? what products would be expected if no water were added?

2. which is the most electrophilic C in 1-butanol and why?

THANKS!!! :-*
« Last Edit: July 15, 2005, 02:36:48 PM by HoustonS »

GCT

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Re:nucleophilic sub questions - please help
« Reply #1 on: July 15, 2005, 04:46:32 PM »
1)well would you consider it a sn1 or sn2 reaction

2)co'mon you should know this

Offline Winga

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Re:nucleophilic sub questions - please help
« Reply #2 on: July 16, 2005, 08:25:03 AM »
Q.2
Which carbon like electrons the most?
e- is negative, which carbon is more positive?

Q.1
Butanol is a primary alcohol, so the reaction favours which mechanism, SN1 or SN2?

This reaction is not feasible, as you need to protonate the hydoxyl group by adding an acid.

Water acts as a solvent.

Assume the reaction is feasible, water is a kind of polar molecules, if you know about which mechanism takes place, you will know what is the major product.


level_12_mage

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Re:nucleophilic sub questions - please help
« Reply #3 on: July 24, 2005, 03:15:45 AM »
Q1
Sn2 reaction

if H2O attacks the butanol, it will just remake butanol. But if the solvent is another alcohol, then it could attack + change the butanol.
The solvent must also dissolve NaBr

Q2
the carbon bonded to the oxygen
CH3-CH2-CH2-CH2-OH
                      !


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