Question

Each of the following compounds is either an aldehyde or a ketone (Section 1.3C). Which structural formulas represent the same compound and which represent constitutional isomers? (a) CCC(C)=O (b) O=C1CCCC1 (c) CCC(=O)CC (d) CC(C)C=O (e) CCCC=O (f) CCCC(C)=O (g) O=C1CCCCC1 (h) O=CC1CCCC1

Short answer

Answer: (a) and (f), (d) and (e), (g) and (h) are the same compounds. All other pairs are constitutional isomers.

Step-by-step solution

Convert SMILES to structural formulas and identify functional groups

Convert each given compound in SMILES format to its structural formula and identify the functional group (aldehyde or ketone): (a) CCC(C)=O Structural formula: CH₃CH₂C(CH₃)C=O Functional group: Ketone (b) O=C1CCCC1 Structural formula: O=C(CCCC)C Functional group: Ketone (c) CCC(=O)CC Structural formula: CH₃CH₂C(=O)Cȼ Functional group: Ketone (d) CC(C)C=O Structural formula: CH₃C(CH₃)C=O Functional group: Aldehyde (e) CCCC=O Structural formula: CH₃CH₂CH₂C=O Functional group: Aldehyde (f) CCCC(C)=O Structural formula: CH₃CH₂CH₂C(CH₃)C=O Functional group: Ketone (g) O=C1CCCCC1 Structural formula: O=C(CH₂CH₂CH₂CH₂)C Functional group: Ketone (h) O=CC1CCCC1 Structural formula: O=CHC(CH₂CH₂CH₂)C Functional group: Ketone

Compare compounds and find same compounds and constitutional isomers

Compare the structural formulas and functional groups of the compounds and determine if they represent the same compound or constitutional isomers: - (a) and (f) are the same compound. - (a) and (d) are constitutional isomers. - (a) and (e) are constitutional isomers. - (a) and (g) are constitutional isomers. - (a) and (h) are constitutional isomers. - (b) and (c) are constitutional isomers. - (b) and (d) are constitutional isomers. - (b) and (e) are constitutional isomers. - (b) and (g) are constitutional isomers. - (b) and (h) are constitutional isomers. - (c) and (d) are constitutional isomers. - (c) and (e) are constitutional isomers. - (c) and (g) are constitutional isomers. - (c) and (h) are constitutional isomers. - (d) and (e) are the same compound. - (d) and (f) are constitutional isomers. - (d) and (g) are constitutional isomers. - (d) and (h) are constitutional isomers. - (e) and (f) are constitutional isomers. - (e) and (g) are constitutional isomers. - (e) and (h) are constitutional isomers. - (f) and (g) are constitutional isomers. - (f) and (h) are constitutional isomers. - (g) and (h) are the same compound. From the above analysis, we can see that (a) and (f), (d) and (e), (g) and (h) are the same compounds. All other pairs are constitutional isomers.