Question

Which are secondary alcohols? (a) CC1(O)CCCCC1 (b) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COH}\) (c) CCC=CC(O)CC (d) OC1CCCC1 (racemic)

Short answer

a) CC1(O)CCCCC1 b) (CH3)3COH c) CCC=CC(O)CC d) OC1CCCC1 (racemic) Answer: a) and d) are secondary alcohols.

Step-by-step solution

(Step 1: Analyze molecule (a))

(Analyze the first molecule and convert its SMILES notation into structure formula: CC1(O)CCCCC1 This molecule can be drawn as: CH3-CH(-OH) -cyclo(hexane)} From the drawing above, we can see that the hydroxyl group is attached to a carbon atom bonded with two other carbon atoms. Therefore, it is a secondary alcohol.)

(Step 2: Analyze molecule (b))

(Analyze the second molecule and convert its chemical formula into structure formula: \((\mathrm{CH}_{3})_{3} \mathrm{COH}\) This molecule can be drawn as: CH3 | CH3-C(-OH)-CH3 From the drawing above, we can see that the hydroxyl group is attached to a carbon atom bonded with three other carbon atoms. Therefore, it is not a secondary alcohol.)

(Step 3: Analyze molecule (c))

(Analyze the third molecule and convert its SMILES notation into structure formula: CCC=CC(O)CC This molecule can be drawn as: H3C-CH2-CH=CH-CH(-OH)-CH2-CH3 From the drawing above, we can see that the hydroxyl group is attached to a carbon atom bonded with only one other carbon atom. Therefore, it is not a secondary alcohol.)

(Step 4: Analyze molecule (d) (racemic))

(Analyze the fourth molecule and convert its SMILES notation into structure formula: OC1CCCC1 This molecule can be drawn as: -(-OH)-cyclo(pentane) From the drawing above, we can see that the hydroxyl group is attached to a carbon atom bonded with two other carbon atoms. It is a secondary alcohol. However, since it is racemic, it exists in two enantiomeric forms, but both are secondary alcohols.)

(Conclusion)

(From the analysis, we can conclude that the molecules (a) and (d) are secondary alcohols.)