2- Show how appropriate manipulation of protecting groups and/or selective reagents could be used to effect the following transformations. HOCH2 (a) HOCH O. PhCH₂OCH2 O. OCH3 O+CH3 PhCH₂O OH HOCH2 CH3 Ph (b) HO CH₂OH -O HO PhCH₂O HO OCH3 PhCH₂O OCH3 (၁) CH2OCPh3 Ph CH3OH3C OCH 3 (d) OCH₂Ph -OH HO OH CH3OH3C OCH 3 OH CH3 CH3
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- 3A Complete the reactions below. H₂SO4/H₂O HgSO4 A NaBH4 EtOH B лH₂SO4 CH₂C ཏཱཏི 1 ནི OH 1. Br2, PBг3 2. H₂O H3C OH Br The a-bromination of carbonyl compounds by Br2 in acetic acid is limited to aldehydes and ketones because acids, esters, and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be a-brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br2 reacts in an a-substitution reaction. Hydrolysis of the acid bromide completes the reaction. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :0: H3C Br Br + :::OH2 Br H₂O H3C Br заIdentify compounds A and B from the following reaction sequence LINH lig MeO 0 (Ozone) MeOH Me₂S B
- Ethylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for each step in this synthesis.Provide the reagent(s) and the reaction mechanism of the following reaction H₂N+ hv H.2 + Propose a mechanism for the reaction that fully accounts for the formation of both products.
- c) Draw a mechanism for the formation of EtCH2COOH from the reaction of MeCOCH(Et)COOEt with ww w m NaOH in EtOH. d) Suggest a mechanism for the following reaction and explain the driving force for the reaction: Me i) NaOEVEIOH Me Co,Et CO,Et i) H*Treatment of a carboxylic acid with trifluoraacetic anhydride leads to an unsymmetrical anhydride that rapidly reacts with an alcohol to give an ester. Q5. F3C CF3 trifluoroacetic anhydride CH;CH,OH H3C + CF;CO,H HO, H3C" CF3 H3C OCH2CH3 Unsymmetrical anhydride 1 Ethyl ester 2 (a) Propose a mechanism, using curved arrows, for the formation of the unsymmetrical anhydride 1. (b) Propose a mechanism, using curved arrows, for the formation of the ethyl ester 2. (c) Why is the unsymmetrical anhydride unusually reactive?An acetal produces the following three compounds upon hydrolysis. Of acetals A-E which could it be? H3CO OCH3 П A B U D Acetal A H2O H₂SO4(cat.) замен поста "OCH3 В + HO. H₂CO ОН D + OCH3 CH3OH E OCH3 "OCH3
- Reaction with which of the following compounds in an acetylide reaction would lengthen the carbon chain by one carbon and add a primary alcohol? O ethanal O formaldehyde О ерохide O acetone O carbonic acid QUESTION 4 The reagent/reaction of choice for this reduction is || HC-CH=CH-CH2CH2CH2 CO2H CH2OH-CH=CH-CH2CH2CH2 CO2H O lithium aluminum hydride O potassium permanganate O sodium borohydride O Grignard reaction O SN2 reactionReaction of phenol with acetone in the presence of an acid catalyst gives a compound known as bisphenol A, which is used in the production of epoxy and polycarbonate resins Propose a mechanism for the formation of bisphenol A. OH H;PO, + H,O НО HO Phenol Acetone Bisphenol AIdentify the reagents needed to carry out each reaction. HBr Br KOC(CH,b HO TSCI pyridine COTS TSOH Br NaH NBS H,0 Cl, HO Br Он CI HO..