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Exercises · 14.30

Q.
  1. Observe the following structures and answer the questions given below.

(i) CH3-CH2-CH2-CHO
(ii) CH3-CH(CH3)-CHO
a. What is the relation between
(i) and (ii)?
b. Write IUPAC name of (ii).
c. Draw the functional group isomer of (i).
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Step 1. Relation between (i) and (ii) (part a). (i) CH3-CH2-CH2-CHO (butanal, straight chain) and (ii) CH3-CH(CH3)-CHO (2-methylpropanal, branched chain) share the same molecular formula, C4H8O, and the same functional group (aldehyde), but have DIFFERENT carbon skeletons (straight vs branched) -- by section 14.5.1(a), this is chain isomerism, and the two are chain isomers.

Step 2. IUPAC name of (ii) (part b). CH3-CH(CH3)-CHO: parent = propane-based aldehyde chain (propanal numbering puts the CHO carbon at C1), methyl substituent at C2. Since the CHO carbon is always C-1 by rule (section 14.4.7), the name is 2-methylpropanal. …

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