what products are formed from 2-hydroxybenzoic acid (salicylic acid) & ethanol in concentrated sulfuric acid?

Question

and how does copper metal act as catalyst in the oxidaton of methanol in air?

from the first reaction i was thinking the products would be water and ethyl salicyloate?

also, for the other reaction i was thinking methanol is oxidized and the copper reduced but into what?

these are two SEPERATE reactions.

thanks for the answers but some of u are saying slightly different things.

Answer 1

The two products you should get are:

Ph(2-OH)CO2Et - as you predicted

and Ph(2-OH)CO2-Ph(2-COOH)

the second product is the result of condensation of the phenolic oxygen with the carboxylic acid of another molecule of salicylic acid to form the phenolic ester.

There is no methanol so I don't know where you are getting this from.

The Cu is added as a catalyst to complex the carboxyl group and make for an easier ester formation reaction. It does not oxidize the ethanol or the salacylic acid.

Answer 2

I think esterification is a likely reaction here, giving ethyl 2-hydroxybenzoate.

I'm not familiar with copper catalyzed oxidation of alcohols. Here's what has to happen:
Copper gets oxidized to CuO.
Cu+2 reacts with methanol--I don't know the mechanism--resulting in a net loss of H2. Methanol is oxidized and Cu is reduced back to Cu, where it reenters the catalytic cycle by being oxidized.

Answer 3

Ethyl 2-hydroxybenzoate (ethyl salicylate) and water are formed.

Methanol will be oxidided to methanal and then methanoic acid. The copper is a catalyst, so stays as copper.

Answer 4

1. This seems OK. Conc. sulfuric acid "sucks up" water, which is formed after the hdryoxyl OH in ethanol is protonated.
2. I don't see how copper can be further reduced in this proposed reaction.

Answer 5

Lancenigo di Villorba (TV), Italy

I AGREE NOT YOUR OPINION AND THE PRECEEDING ONES.
DID YOU FORGET THE "FRIEDEL-CRAFT" 's REACTIONs?

You wrote that the surrounding results CONCENTRATED SULPHURIC ACID.
As you know, this chemical stuff is a Solvent able to dissolve Polar Compounds as it does against Alcohols, Ethers and other Organic Compounds containing Oxygen Atoms.
I am certain that is dissolve Ethanol and Salicylic Acid bother.
ALL THE OPINIONs ARE RELATED TO Nucleophilic Acylic Subsitutions, as it results the following reaction

o-(HO-C6H4-COOH)(solv.) + CH3CH2OH(solv.) --->
---> o-(HO-C6H4-COOCH2CH3)(solv.) + H2O(solv.)

As you know, this reaction belongs to ESTERIFICATION process carried out in warm conditions, e.g. the sulphuric mixture stands in a glass-balloon warmed in order to gets favour to ESTER's forming, since ESTER may leave up as vapour instead water is falls down as condensated.
The SULPHURIC AND WARM BATH gets favour to another chemical processes

CH3CH2OH(solv.) + H2SO4(solv.) --->
---> CH3CH2+(solv.) + HSO4-(solv.) + H2O(solv.)
o-(HO-C6H4-COOH)(solv.) + CH3CH2+(solv.) --->
---> HO-C6H4(COOH)CH2CH3(solv.) + H+(solv.)

thus I may retrieve ANOTHER CHEMICAL PRODUCT, e.g. 4-ETHYL-2-OXY-BENZOIC ACID.
DON'T YOU FORGET THE "Friedel-Craft" 's REACTIONs.

I hope this helps you.

Answer 6

its hard! "_-