Q31 E

Question


Rank the compounds in each of the following series in order of increasing oxidation level:

Step-by-Step Solution

Verified
Answer
  1. CH3CH2CH=CH2<CH3CH=CHCH3<CH3CH2CH2CHO<CH3CH2CH2COOH
  2. CH3CH2CH2NH2<CH3CH2CH2Br=BrCH2CH2CH2CI<CH3COCH2CI
1Step 1: Oxidation level

The oxidation level in an organic compound is calculated by using the oxidation number of carbon atoms, counting the number of oxygen atoms, and by counting the number of hydrogen atoms.

2Step 2: a) Order of increasing oxidation level

In this case, the oxidation level of a molecule is calculated by using the formula as follows: 

Oxidation level = Number of bonds bonded to atoms more electronegative than   

                              carbon+ Number of pi bonds to other carbon atoms

For 

CH3CH=CHCH3 the OL is -1

CH3CH2CH=CH2 the OL is -2 

CH3CH2CH2CHO the OL is +2

CH3CH2CH2COOH the OL is 3

Thus, the order of increasing oxidation levels is as follows:

CH3CH2CH=CH2<CH3CH=CHCH3<CH3CH2CH2CHO<CH3CH2CH2COOH

3Step 3: b) Order of increasing oxidation level

CH3CH2CH2NH2 the OL is -2

CH3CH2CH2Br the OL is +1

CH3COCH2CI the OL is +2

BrCH2CH2CH2CI the OL is +1

Thus, the order of increasing oxidation levels is as follows:

CH3CH2CH2NH2<CH3CH2CH2Br=BrCH2CH2CH2CI<CH3COCH2CI