Provide the major monobrominated product of the reactions below Br₂, hv i) Br₂, hv ii) In the following reactions i) Identify the leaving group, ii) state if the reaction will proceed by SN1, SN2 mechanism or no reaction and iii) Predict the products if a reaction is possible. OH NINH, THF CH₂OH OTs
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- Provide the mechanism for the following reaction (1) PhMgBr (2 equiv) (2) H3O+ workup OHH Br Br2 CH2Cl2 H, Br Electrophilic addition of bromine, Brɔ, 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 CH2Clɔ. 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 H Br H- Br H. :Br: Proviouc Noxt4. A CHEM 245 student wants to synthesize some ethylene glycol to use as antifreeze in his radiator this winter. He proposes the following reaction to his instructor, who quickly explains that this reaction won't work as proposed due to the student's choice of reagent. 1) NaH 2) H20 OH Но a) Why can't sodium hydride (NaH) be used as the nucleophile in the reaction above? b) Propose an alternate reagent that COULD be used with the ethylene oxide to successfully give the desired ethylene glycol product.
- Br 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:Provide the reagent(s) and the reaction mechanism of the following reaction H₂NComplete the following reactions by filling in any missing reactants, reagents or products. a) Zn(Hg) conc. HCl b) ОН ? с) ОН РСС CH,Cl,
- Write a mechanism that accounts for the formation of ethyl isopropyl ether as one of the products in the following reaction. CI OEt HCI EtOH Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for step two of this reaction (where the product of step one reacts with the solvent, ethanol). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for the last step of this reaction (formation of ethyl isopropyl ether). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. CI will act as the base in this reaction.Predict the product and provide a suitable mechanism. The reaction proceeds through a rearrangement. What is the name of the rearrangement? Based on the rearrangement, write the product of the second reaction.What is the major organic product obtained from the following reaction? H₂Cr₂O7 H₂SO4, H₂O OH A) 1-butene, CH3CH2CH-CH₂ B) butanal, CH3CH₂CH₂CHO C) butanone, CH3CH₂COCH3 D) butanoic acid, CH3CH2₂CH₂COOH
- Give the major organic product of the following reaction. 1) ВН3/THF 2) NaOH, H2O2 HO OH HO- OH There is no reaction under these conditions or the correct product is not listed here.methanol + CH3OH Suppose you were told that the above reaction was a substitution reaction but you were not told the mechanism. Evaluate the following categories to determine the reaction mechanism and then draw the structure of the major organic product. Type of alkyl halide: Type of nucleophile: Solvent: Is the product racemic?6, Which one of the following alcohols can not be made by unimolecular nucleophilic substitution (SN,) of an alkyl halide with H2O? benzyl alcohol Ph:COH cydohexanol (CH32CHOH 1-propanol A В C E