Question

Question 3 (a) Name the following molecule: H3C OH CH3 a. [Marks: 11 i. If the all stereo centres are the R form; draw the Newman projection of the 3-4 bond of the molecule in part (a). ii. Using those projections sketch a rotational energy diagram for the conformers of the 3-4 bond. Assume that the highest steric/torsional strain is between the hydroxyl and vinyl groups [Marks: 3 (c) Show the mechanism for the reaction of a strong base with the molecule from part(a)

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Answer 1

Не a) Ut3 ot elta H. Mikene compound contains two functional groups 19. – 071 -077, 13) dmxy) Auto There are two are two ways of ways of number H₂ L ins. 6 ht Hic CH3 3 NS, 0.7 H 3 uta 2 6 # (Preferred

to IUPAC sule According Numering should be done in such way that ot get less numbering 2 HL ot 4 Preferred numbering hydroxyl is at e3 and alkine starts at es Total es 6. Name is: Hex-5-ene-3, 4 dimethy) -3-07 it CH₂ M2 LRH OH Het 13 R H, е 애 H 3 Ct₂ 에 OH He Flying Wedge Newman projection with eak eq w 'R' configurar tion;

.LH3 TH 왜 OH OH CH3 It CH₂ CH₂ illetta (1) CH₂ CH₂ I) 19 1 OH UH? IN CH₂Cltis H NEC 메 07+ He Itze CH₂CH3 Her CH₂ CH₂ NI P (V) Among these 6. Conformores, I, III,N axe have higher energy than I, NI as I, u, v ta aire eclipsed. I,U, MN Now, Anrong I, II, I, ✓ highest in every as - off and eclipsed and they have

higher sterie / torsional strain. Between, Ix y two-CH3 and I > uj as vinyl and ethyl are eclipsed, in A. VISIT u LV Among U < Ivan N> 1 7 !! > [~~] :> Energy m. Conformation This is the potential energy diagram

내 대 나. f에 For base catalyzed dehydration, must be anti periplanar. H 에 F 사 for (RR) compound 해 내 rotation. It 삼 에 H by 180 H CH2 CH2 내 > 내 쎔 내내 product is ent 내고 내그 왜3