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Topic: SN1 reaction and halogens  (Read 1960 times)

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Offline kapital

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SN1 reaction and halogens
« on: January 28, 2018, 06:08:10 AM »
According to mechanism of SN1 nucleophilic substituition, the leaving grup first leavs the compund and than nucleophilic attack happens. So if the leaving grup is halogen, would this kind of compund react positive to test for halogenides(with AgNO3 for example) if it has enouf time? Thanx for answer.

Offline Babcock_Hall

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Re: SN1 reaction and halogens
« Reply #1 on: January 28, 2018, 09:30:37 AM »
What do you think and why?

Offline kapital

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Re: SN1 reaction and halogens
« Reply #2 on: January 28, 2018, 12:07:24 PM »
Probably not, since AgNO3 is known for reacting with Cl- but not covalently binded chlorine. But in theory it should, unless the amaunt of chloride ions in to low to overcome solubility product and than there is no driving forse for the reaction.

Offline rolnor

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Re: SN1 reaction and halogens
« Reply #3 on: January 28, 2018, 12:58:18 PM »
NO3- could act as nucleophile and you get the nitratester, this is the case with AgNO2, you get the nitritester and a little of the nitro-compound.

Offline Babcock_Hall

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Re: SN1 reaction and halogens
« Reply #4 on: January 29, 2018, 08:15:27 AM »
Bromoalkanes react positively with AgNO3, and tertiary bromoalkanes are the fastest.

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