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- b) Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful because the product indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction to take place as indicated. OMe HO + OMe + OH HO + CH; OHWhich of the following compounds can be used to synthesize ethanoicpropanoic anhydride (CH;COOOCCH½CH3)? A. CH;COCI+ CH;CH2COO`Na* → B. CH;COOH +heat → C. CH3CH2CH2COCI + CH;COO Na* → D. A and CBr Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:
- Indicate the reaction product. Propose a detailed mechanism for its formation.Pleas explain how this process occurs. Identify SN1, SN2, E2, E1, nucleophiles and electrophiles.If anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.
- The nitro groups on the benzene ring in the reactant serve two purposes.One is to let you know what atoms in the reactant correspond to what atomsin the product. But what role do the nitro groups play electronically – whywould the reaction be much slower if these nitro groups weren’t attached tothose benzene carbons? Draw any relevant structures to support youranswer.Q4. Nucleophilic attack at carbonyl with loss of carbonyl oxygen. For this question, answer AT LEAST FIVE of the SIX parts. (a) For the FOUR reactions listed below, draw structures of the major organic products. (i) (ii) (iii) HO OH ●... NMe₂NH₂ cat. dry HCI H Ph₂pⓇ THFHow to synthesize 1-phenyl-1-bromopropane from benzene?
- w how enols, enolate ions, andenamines act as nucleophiles. Predictthe products of their reactions withhalogens, alkyl halides, and otherelectrophiles. Show how they areuseful in synthesis..Which one of the following molecules can react as electrophile in reactions with alkenes? CH3OH NaCI HCI KCN NaCI O HCI O KCN O CH3OHPlease explain the synthesis. Identify SN1, SN2, E1, E2, nucleophiles and ekectrophiles.