Aldehydes, Ketones and Carboxylic Acids

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alok kumar singh

Contributor-Level 10

Resonating structures of phenoxide are-

In structure I and V negative charge is on E.N. Oxygen, in other cases, it is on Less E.N Carbon hence they contribute less towards stability. And the negative charge is localized.

Resonating structures of carboxylic acid-

Both the structures have –ve charge on oxygen and electron are delocalised too hence, the carboxylic acid is more stable and acidic than phenol.

 

 

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alok kumar singh

Contributor-Level 10

Kindly go through the solution:

 

 

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alok kumar singh

Contributor-Level 10

1. Cyclohexanone forms cyanohydrin in good yield because the ketonic group has very less steric hindrance at both the ortho position but 2,2,6 tri methyl cyclohexanone have high steric hindrance which reduces the attack from CN nucleophile.

2. Only one Amino group is involved in the resonance structure of semicarbazide hence e- density on NH2 group decreases & it can't act as a nucleophile. But another NH2 group can attack as a nucleophile to form semicarbazones.
3. It is the reversible reaction hence if we don't remove the water or ester the reaction may proceed in backward direction, for that It is essential the water or

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alok kumar singh

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1. When 1- phenyl ethane is oxidized with a strong oxidizing agent like KMnO4, it forms a benzoic acid ion.

2. When phthalic acid is treated with SoCl2 it chlorinates both carboxyl group to form ptthaloyl chloride.
3. When benzaldehyde is treated with semicarbazide to form benzaldehyde semicarbazone.

4. When benzene is mixed with benzoyl chloride in presence of Anhyd.AlCl3 to give benzophenone.

5. When 4-oxocyclohexanecarbeldehyde is treated with tollens reagent it gets oxidized to carboxylate anion  as it is aldehyde it reduces tollens reagent.

6. When 2-formyl benzoic acid is treated with NaCN it produces 2-[1-hydroxycyanom

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alok kumar singh

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1. Acetylation refers to the process of introducing an acetyl group (resulting in an acetoxy group) into a compound, namely the substitution of an acetyl group for an active hydrogen atom. A reaction involving the replacement of the hydrogen atom of a hydroxyl group with an acetyl group (CH3CO) yields a specific ester, the acetate. Acetic anhydride is commonly used as an acetylating agent reacting with free hydroxyl groups., this reaction is usually carried out in the presence of base like pyridine.

2. Aldeydes having no α-H undergo the disproportion reaction in the presence of Strong alkali, it is a chemical reacti

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alok kumar singh

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1. When propanone reacts with NaBH4 it will form propan-2-ol.This alcohol is dehydrated to form propene.

2. When benzoic acid is treated with SOCl2 it chlorinates the acid. After controlled hydrogenation it forms benzaldehyde

3. When ethanol is treated with Cu at 573 k, it will oxidize to ethanal. When ethanal is treated with Dil.NaOH it will form 3-Hydroxy butanal

4. After frieadal craft acylation of benzene it will convert into acyl benzene. And further treating with nitrating mixture it forms m-nitroaceto phenone .

5. When benzaldehyde is oxidized with dichromate and treated with calcium carbonate it forms calcium salt. And after dry di

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alok kumar singh

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1. When benzene is treated with Br2 In presence of ferric bromide (brominating agent) they form bromobenzene. When bromobenzene is treated with Mg in ether it will form Grignard reagent, and if the CO2 is treated with Grignard reagent (in acidic condition) it will form benzoic acid. After esterification reaction in presence of methanol it will form methyl benzoate.

2. When benzene is treated with Br2 In presence of ferric bromide (brominating agent) they form bromobenzene. When bromobenzene is treated with Mg in ether it will form Grignard reagent, and if the CO2 is treated with Grignard reagent (in acidic condition) it will f

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alok kumar singh

Contributor-Level 10

a )Tollen's test –Due to oxidizing nature of aldehydes they get easily oxidized, wheareas in case of ketones they are not readily

oxidizable. And tollens test exploits this fact, [Ag (NH3)2]+ is used as reagent Ag mirror is formed during this reaction

b) fehling test- aldehyde reduces the fehling solution to form red brow precipitate of Cu2O. Fehling's solution is a chemical reagent used to differentiate between water-soluble carbohydrate and ketone functiona groups, and as a test for reducing sugars and non-reducing sugars, supplementary to the Tollens' reagent test.

2. Iodoform te

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