Question 42
Introduction to Organic ChemistryWhich of the following structural formulae is NOT isomeric with the others?

- A.CH3CH2CH2CH2OH
- B.CH3–O–CH2CH2CH3
- C.CH3CH(OH)CH2CH3
- D.CH3–CH–CH–CH3 with an O bridging the two middle carbons
- E.CH3CH2–O–CH2CH3
Show the answer and explanation
Answer: D (CH3–CH–CH–CH3 with an O bridging the two middle carbons)
Explanation
A, B, C and E all have the formula C4H10O. D has the oxygen in a ring between two carbons, so it has only 8 hydrogens (C4H8O) and is not an isomer of the others.