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- 6. Some reactions of 2-iodopropane are shown below: reaction 1 CH;CHCH; reaction 3 (CH3),CHOCH3 CH;CH=CH, reaction 2 (CH3)½CHNH, i) For each of the reactions shown, name the reagent used and state the condition of reaction. ii) State the type of mechanism of hydrolysis reaction in 2-iodopropane. iii) Write the mechanism involve in the reactionH3C OH OH CH3 1,3-pentanediol + B OMe OME OME MeO... CH3 H3C OMe benzaldehyde dimethylacetal catalytic Me 0:0 OH FO (p-TsOH) CH3CN H... MeO, OMe OMe e a & H3C CH3 H3C CH3 H3C CH3 C D A HO E HO OCH3CH3 CH3 Br- Br2 .CH3 CH2Cl2 CH3 H3C H3C 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 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 CH3 CH3 CH3 CH3 H3C H3C :Br: :Br:
- 4. A student was asked to prepare an alkene X in high yield using any alcohol as starting material CH3 CH,-C -CH=CH, CH3 X He chose 3, 3-dimethylbutan-2-ol (XI) and carried out a dehydration reaction. He was however horrified to note that the only alkene obtained was XII. CH3 OH CH3 CH;-C=C-CH3 conc. H,SO4 CH-CH3 heat CH3 CH3 XI XII i) Explain what went wrong here, and why X could not be formed from 3, 3-dimethylbutan-2-ol. Use structures to help support your answer. ii) Give an equation to show a much better method for preparing X in high yield. 5. Analyze the following structure and write one combination for Grignard reagent and a carbonyl that would give rise to it. CH,-CH,-OHМЕСНANISMS 1,2-epoxy-1-methylcyclopentane undergoes both acid-catalyzed and base-catalyzed opening of the epoxide ring to form two different products. > Using ethanol as the solvent and an appropriate acid, show the steps in the acid catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). > Using ethanol as the solvent and an appropriate base, show the steps in the base- catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). 1,2-epoxy-1-methylcyclopentane CH3IV. Complete the equations for the following reactions. Show all organic alkene products form, mechanism, indicate the major product and the rule Ş(CH3)2 NaSH HEAT OH™ HEAT
- (a) 2-methyl-2-pentanol Draw the structure of the alkene that was used to prepare the alcohol in highest yield. AAVIL ? ChemDoodleⓇ Which process does this employ? 1. Hg(OAc)2, H₂O; 2. NaBH4 01. BH3; 2. H₂O2, NaOH OsO4, H₂O2 On n [ ]#5. Classify the following reagents as either nucleophiles or electrophiles: Zn? CH;NH, , HS , OH; , CH;COOH , H,SO,ces to access important values if needed for this question. Complete the equation for the following reaction by drawing a structural formula for the missing organic product. CH3CH2NH2 H20 CH,CH,C-OH • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Draw cations and anions in separate sketchers. P. opy aste C. [F Visited CH4 M) M) M) ChemDoodle Submit Answer Retry Entire Group 5 more group attempts remaining
- What is the predicted product formed when cyclohexanecarbaldehyde reacts with excess 2-propanol in the presence of sulfuric acid? 01 0 1 0 ||| OIV OV OH OH لیکن پہلی بیٹی || IVWhen a Grignard reagent reacts with a ketone, the product of the nucleophilic oddition reaction is what type of alcohol. Choose the type of alcohol product? A. CH,-CH- CH,-OH ČH, OH В. CH;-CH-CH, OH С. CH,- CH-CH,-CH, OH CH,- CH;-C-CH, CH,4) Which reagents and conditions should be used for the following reaction? OH O NABH4, CH3OH O CH3COCI, AICI3 O K2Cr207, H2SO4, H2O, heat OPCC, CH2C12 O1) LIAIH4, dry ether; 2) H2O
