Question

Predict the major organic product in the following reactions.

OH acetic anhydride 1. DIBAL 2. Meli 3.H,0 1. LDA 2. CH31

Answer 1

Br 1. Nach 1. NACH BP(primary canbon) Na -CN + Nabh - (Maton) the heaction pattoway is SN² as the 1 (Phimany canbon centre) holds the son partial positive change CNO Nucleophile will attack thet centre is and - Boo will be leaving ghoug Now, VGN:'2. LIATH Li Ally exist as Lit Altun -C=N Li AS 3. На H (majot The marked hydnogem are acidic potom neact with base forming enolate. The two possible enolates are a Da se yramically Base (Thermodynamic Skole) (mone substituer botituated

The enolate will form (mone substituted enolate mone stable) by the bone which are smalleh in size and does not face dny stebi kindehance in the the time of abstracting hydrogen. or bone (kinetically controlmente chess stable) The enolate 6 will form (len substitucted) by the Bone which is companitively biggen in size and face stenic of hindenance in the time of abothacting tyd nogen. The structune of LDA N as the LDA is biggen in size so it will for enolate x B CH2 (mgjon). SNP

Hot-Buch -Bulz 30-A -0 to Au-pa), H2O 4T (4-BU), o electrophilic cente) Now, st/ H a Now, 2.Meli. 2.me Y CO S- S+ a canbon. (Because of Metli u 6 mobe electronegrity it hold the bantial negative change and will act as a nucleophile and attack at the electrophilic centa) Me Me Me 1H H20 NOW H + Liot OH OL; (majoh)

OH (have lone pains on oxygen atom) so it and actas nucleophile and will neact to electrophilie - Centre) it in the leaving ghoup CH350 (cacetic anhydrite) Acelectrophilic cena the 'will attack by hucleottine) steps +Chacool H ۱۹۹۶) به آلم Azcoo ا ن + CH₃COOH (acetic acid) The name of the Phoduct- (cyclohexylacetate) n gor 1.DIDAL 1 DIBALA The structure of DIBAL-H. H DI-isobutyl aluminium trydnide It is beducing agent. neduce esten functionar group to the aldehyde group... Mechanism:- (Al have vacanta robbital so will ad as a electrophilic Centre) (ruleophil)