Question

Draw the alcohol that is oxidized to give the prod

Draw the alcohol that is oxidized to give the product shown below. Show all hydrogen atoms.

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Concepts and reason

The concept used to solve this question is to draw the structure of the alcohol which is to be oxidized to give the required aldehyde. The alcohols are the organic compounds which consists of at least one hydroxy (-OH) functional group. The product formed in the oxidation of alcohol depends on the type of alcohol and reagent used in the oxidation reaction. The primary alcohols on oxidation yield aldehydes whereas secondary alcohols on oxidation yield ketone as product.

Fundamentals

The organic compounds which contain –OH group as functional group are known as alcohols. The general formula for alcohols is R-OH. The alcohols can be classified as primary, secondary and tertiary depends on the number of carbon atoms bonded to the carbon bearing the hydroxy group. The representation of three types of alcohols is shown below.

R
R
ROH
ROH
primary alcohol secondary alcohol
ROH
tertiary alcohol

Oxidation of alcohols:

Alcohols are the most important compounds in organic synthesis and they involve in different kind of reactions. The main reactions of alcohols are oxidation reaction. Alcohols undergo oxidation reaction when treated with an oxidizing agent. Primary alcohols can be oxidized to give aldehydes with mild oxidizing agents or gives carboxylic acids with strong oxidizing agent. Secondary alcohols can be oxidized to give ketone as product.

Oxidizing agent
R
ROH
primary alcohol
aldehyde
ROH
primary alcohol
Strong
Oxidizing agent
ROH
carboxylic acid
Oxidizing agent

In the above oxidation reaction, one molecule of hydrogen is removed from the molecule.

The given reaction is an oxidation reaction.

The structure of the product is as follows:

H
H
HC-C-
-C
-
H
Aldehyde functional group

The functional group present in the above compound is aldehyde functional group (-CHO).

And, the given aldehyde is formed by the oxidation reaction.

The functional group present in the given product is aldehyde functional group and it is formed by through an oxidation reaction.

From the discussion in the oxidation of alcohols, aldehydes are formed by the oxidation of primary alcohols.

Thus, the starting material must be a primary alcohol.

Therefore, the structure of the alcohol and the corresponding oxidation reaction is shown below.

Oxidation
Н;С
ОН
нН, Т
-с -с -с -н.
|
| CHỊ H.
н
-с
-с
н
нсс
н
H,
-с
|
-с
-Н
CH3
Aldehyde
Primary alcohol

Ans:

The structure of the alcohol that is to be oxidized to give the product is drawn below.

CH;
ОН
н
н,
_н
Hс-с
-с
-с
-с
-Н
Сн,
н

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