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Gattermann-Koch Reaction with Phenol Substrates
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Mot Arecuk
Gattermann-Koch Reaction with Phenol Substrates
You have outlined that the formyl chloride is generated as the reactive, electrophilic intermediate under these conditions.
You are planning to perform an electrophilic aromatic substitution, but in a phenol, there's high electron density on the $\ce{O}$ atom. Isn't it conceivable that your main reaction product is phenylformate here, resulting from $\ce{O}$-acylation?
You have outlined that the formyl chloride is generated as the reactive, electrophilic intermediate under these conditions.
You are planning to perform an electrophilic aromatic substitution, but in a phenol, there's high electron density on the $\ce{O}$ atom. Isn't it conceivable that your main reaction product is phenylformate here, resulting from $\ce{O}$-acylation?
I didnt consider that, but then why would that only apply for phenol substrates? Wouldnt amines and ethers also be reactive in the same manner?More
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I suspect that, in the presence of the Lewis Acid catalyst, even if a formyl ester is formed, it will rearrange the the acylbenzene, which is irreversible. This may have consequences for the o,p-product ratio,
And as far as the cuprous chloride, use aluminum trichloride. And you could make the Scylla bromide first, with Formica acid an bromine. Much more reactive will likely form the sculpture ester first, in catalyze. Then catalyst to rearrange it
I suspect that, in the presence of the Lewis Acid catalyst, even if a formyl ester is formed, it will rearrange the the acylbenzene, which is irreversible. This may have consequences for the o,p-product ratio,And as far as the cuprous chloride, use aluminum trichloride. And you could make the Scylla bromide first, with Formica acid an bromine. Much more reactive will likely form the sculpture ester first, in catalyze. Then catalyst to rearrange it
You have outlined that the formyl chloride is generated as the reactive, electrophilic intermediate under these conditions.
You are planning to perform an electrophilic aromatic substitution, but in a phenol, there's high electron density on the $\ce{O}$ atom. Isn't it conceivable that your main reaction product is phenylformate here, resulting from $\ce{O}$-acylation?
You have outlined that the formyl chloride is generated as the reactive, electrophilic intermediate under these conditions.
You are planning to perform an electrophilic aromatic substitution, but in a phenol, there's high electron density on the $\ce{O}$ atom. Isn't it conceivable that your main reaction product is phenylformate here, resulting from $\ce{O}$-acylation?
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I suspect that, in the presence of the Lewis Acid catalyst, even if a formyl ester is formed, it will rearrange the the acylbenzene, which is irreversible. This may have consequences for the o,p-product ratio, And as far as the cuprous chloride, use aluminum trichloride. And you could make the Scylla bromide first, with Formica acid an bromine. Much more reactive will likely form the sculpture ester first, in catalyze. Then catalyst to rearrange it
I suspect that, in the presence of the Lewis Acid catalyst, even if a formyl ester is formed, it will rearrange the the acylbenzene, which is irreversible. This may have consequences for the o,p-product ratio,And as far as the cuprous chloride, use aluminum trichloride. And you could make the Scylla bromide first, with Formica acid an bromine. Much more reactive will likely form the sculpture ester first, in catalyze. Then catalyst to rearrange it
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Phenol can act as Lewis base and form adduct with AlCl3, using a lone pair on the O atom, hence deactivating the ring for further reaction.
Phenol can act as Lewis base and form adduct with AlCl3, using a lone pair on the O atom, hence deactivating the ring for further reaction.
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