Oxidation of Alkyl substituent attached to benzene

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googie3
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Can somebody tell the product when this compound is oxidised?
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BobbJo
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benzoic acid
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googie3
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(Original post by BobbJo)
benzoic acid
If we have methyl benzene or any alkyl benzene or secondary alkyl attached to benzene as above, oxidation is possible.... ?

If we have a tertiary alkyl attached, e.g in tert-butylbenzene, oxidation not possible????
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BobbJo
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(Original post by googie3)
If we have methyl benzene or any alkyl benzene or secondary alkyl attached to benzene as above, oxidation is possible.... ?

If we have a tertiary alkyl attached, e.g in tert-butylbenzene, oxidation not possible????
yes and yes
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googie3
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Thank you...

One more thing, why no reaction between HBr and phenol?
(Original post by BobbJo)
yes and yes
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BobbJo
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(Original post by googie3)
Thank you...

One more thing, why no reaction between HBr and phenol?
Br- nucleophile repelled by the ring electrons
Addition reaction would break the very stable ring structure
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googie3
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(Original post by BobbJo)
Br- nucleophile repelled by the ring electrons
Addition reaction would break the very stable ring structure
so this means substituting OH of phenol is hard...?
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googie3
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(Original post by googie3)
so this means substituting OH of phenol is hard...?
is there any example where OH of phenol gets substituted?
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BobbJo
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(Original post by googie3)
so this means substituting OH of phenol is hard...?
Yes. C-O bond is strengthened by overlap of lone pair of electrons on O over the ring.
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