WAEC 2022 Chemistry · Question 39
The IUPAC name of the compound CH3CH(CH3)CHCH2 is
Options
- A.2 - methyl but - 1 - ene
- B.2 - methyl but - 2 - ene
- C.3 - methyl but - 1 - ene
- D.3 - methyl but - 2 - ene
Answer: C. 3 - methyl but - 1 - ene
Explanation written with AI and checked against the answer key
Analyze the question: We need the IUPAC name of CH3CH(CH3)CHCH2. Written out in full, the structure is CH3–CH(CH3)–CH=CH2. The formula as typed leaves out the double bond, but the only sensible reading is that the last two carbons are CH=CH2, since CH and CH2 would otherwise have unfilled valences.
Concept: To name an alkene:
- Find the longest carbon chain that contains the double bond.
- Number the chain from the end that gives the double bond the lowest possible number.
- Name and locate the substituents using that numbering.
Solution:
Structure: CH3–CH(CH3)–CH=CH2
- Longest chain containing the C=C: 4 carbons, so the parent is butene.
- Numbering from the right, so the double bond gets the lowest number: • C1 = CH2 • C2 = CH (the double bond is between C1 and C2, so but-1-ene) • C3 = CH(CH3), which carries the methyl group • C4 = CH3
- The methyl group is on C3.
Name: 3-methylbut-1-ene
If we numbered from the left instead, the double bond would be at position 3 and the methyl at 2. The double bond must get the lowest number, so we reject that direction.
Check the options:
- A (2-methylbut-1-ene) has the methyl on the double-bonded carbon, which is CH2=C(CH3)CH2CH3. This is not our compound.
- B (2-methylbut-2-ene) is (CH3)2C=CHCH3. This is not our compound.
- C (3-methylbut-1-ene) matches our structure.
- D (3-methylbut-2-ene) is not a valid name, because numbering would start from the other end to give 2-methylbut-2-ene.
Tip: Number for the double bond first, then for the substituents. A quick check is that the double bond position must be the lowest possible number. Also, a name like "3-methylbut-2-ene" is always wrong, since renumbering would give a lower locant for the substituent.
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