Structure of the compound whose IUPAC name is 3-Ethyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid is
- [figure]
- [figure]
- [figure]
- [figure]
Answer
(4) [figure]
Solution
Parent chain: hex-3-en-5-ynoic acid ⇒ 6 C atoms, C-1 = -COOH, double bond C3=C4, triple bond C5≡C6.
Substituents: -OH on C-2, -C2H5 on C-3, -CH3 on C-4.
⇒ 6CH 5C- 4C(CH3)= 3C(C2H5)- 2CH(OH)- 1COOH
Only option (4) has the C3=C4 double bond with the ethyl group on C-3 and the methyl group on C-4 (options (1), (2) and (3) contain a terminal -CH=CH2 group instead).
Answer: (4)