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Chapter 10: Problem 5

CCC=CCCCCC (C) (6Z)-dodec-2-yne-6-ene (B) (6E)-dodec-6-en-2-yne 鈥� # The incorrect IUPAC nomenclature of following compound is (A) (6E)-dodec-2-yne-6-ene CC#CCC=CCCCCC (C) (6Z)-dodec-2-yne-6-ene (B) (6E)-dodec-6-en-2-yne (D) (6Z)-dodec-6-en-2-yne

Short Answer

Expert verified
The correct IUPAC nomenclature for the given compound is (A) (6E)-dodec-2-yne-6-ene.

Step by step solution

01

Identify the longest carbon chain

The first task is to identify the longest carbon chain that contains both the alkene and alkyne functional groups. The longest chain in this molecule is 12 carbons long. This gives the base name "dodec-".
02

Locate the functional groups

Now, we need to locate the positions of the alkene and alkyne functional groups. The alkyne is present between the second and third carbon atoms while the alkene is between the sixth and seventh carbon atoms. Hence, we can write "2-yne" and "6-ene" in the name.
03

Determine the stereochemistry of the alkene

The alkene in question is a double bond between carbon 6 and carbon 7. If the two highest priority substituents (i.e., the groups with the highest atomic number) are on the same side of the double bond, the configuration is assigned as 'Z.' If the two highest priority substituents are on opposite sides of the double bond, the configuration is assigned as 'E.' In this case, the highest-priority substituent on carbon 6 is the alkyl chain (on the right). For carbon 7, the highest-priority substituent is the alkyne (on the left). Since the highest-priority groups are on opposite sides of the double bond, this is an 'E' configuration.
04

Assemble the correct IUPAC name

Based on the above analysis, the correct IUPAC name should be (6E)-dodec-2-yne-6-ene. Therefore, the correct answer is (A).

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Most popular questions from this chapter

Which of the following is not a \(3^{\circ}\) amine? (A) CN(C)C (B) \(\mathrm{CH}_{3}-\mathrm{NH}-\mathrm{Et}\) (C) \(\mathrm{CH}_{3}-\mathrm{NH}-\mathrm{CH}_{3}\) (D) \(\mathrm{CH}_{3}-\mathrm{NH}_{2}\)

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Match the structures given in Column-I with the names in Column-II. Column-I Column-II (Compound) (Correct IUPAC name) (A) C=CC(C)Br (P) 4-Bromopent-2-ene (B) C=C(C)CBr (Q) 4-Bromo-3-methylpent-2-ene (C) CC=C(C)C(C)Br (R) 1-Bromo-2-methylbut-2-ene (D) CC=C(C)CBr (S) 1-Bromo-2-methylpent-2-ene

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Which of the following is / are incorrect IUPAC names? (A) 1-Chloro-ethanone (B) 1-Methyl-1-Ethanol (C) 1-Chloro-2-Propene (D) 3-Chloro-1-Propene
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