NECO 2003 Chemistry · Question 7
What is the IUPAC name of CH3CCI=C(CH3)2?
Options
- A.2-chloro -3 methylbut -2yne
- B.2 -chloro -3 methylbut -2ene
- C.2 -chloro -3 methylbutene
- D.3- methyl -2-chlorobut -2-ene
- E.3- methyl -2. chlorobut -2 yne
Answer: B. 2 -chloro -3 methylbut -2ene
Explanation written with AI and checked against the answer key
Step 1: Analyze the structure
CH3–CCl=C(CH3)2
- Carbon 1: CH3
- Carbon 2: C with Cl, double bonded to C3
- Carbon 3: C with two CH3 groups (one is in the main chain as C4, the other is a branch)
Step 2: Find the longest chain containing the double bond
CH3–C(Cl)=C(CH3)–CH3 is 4 carbons, so the parent is butene.
Step 3: Number the chain
Numbering from the left gives the double bond at C2 (C2=C3). Numbering from the right gives it at C3, which is worse. So we number from the left:
- C1: CH3
- C2: C–Cl (double bond starts here)
- C3: C–CH3 (methyl branch)
- C4: CH3
Step 4: Name the substituents
- Chloro at C2
- Methyl at C3
- Double bond at C2
Substituents are listed alphabetically (chloro before methyl): 2-chloro-3-methylbut-2-ene
Step 5: Check the options
- A and E use "yne", which means a triple bond, so they are wrong.
- C leaves out the position of the double bond, so it is incomplete.
- D lists the substituents in the wrong order, since the substituents should be alphabetical (chloro before methyl).
- B is "2-chloro-3-methylbut-2-ene". The spelling "ene" is written loosely, but it matches the correct name.
Answer: B
Tip: Name alkenes in this order: (1) find the longest chain containing the double bond, (2) number so the double bond gets the lowest number, (3) list substituents alphabetically. Remember that "yne" means a triple bond, so you can eliminate those options right away.
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