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- The reaction of excess Grignard reagent with an ester of formic acid, HCO2R, gives : A. methanol. B. a tertiary alcohol. C. a primary alcohol. D. a secondary alcohol.1. In the reactions involving the three isomeric alcohols with the formula C4H9OH, describewhat each of the following tests showed about reactivity of the -OH group and reactions of 1°,2°, and 3° alcohols.• the test with neutral KMnO4• the test with concentrated HCl2. Predict how the fourth alcohol with the formula C4H10O would react if tested with:• 0.01 M KMnO4• concentrated HCl at room temperatureExtend FurtherUse your observations of the solutions formed in the previous experiments and yourunderstanding of alcohols to complete a table like the one shown below. Research the meltingand boiling points to verify your answers.4. Compound A has the formula C 8H 8. It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid, B (C 7H 6O 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst. On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C 8H 16) is produced. What are the structures of A, B, and C.
- A synthesis of 2-butanol was performed by treating 2-bromobutane with hot sodium hydroxide solution. The yield was 60%, indicating that a significant portion of the reactant wasconverted into a second product. Predict what this other productmight be. What simple test would support your prediction?Oxidation of a primary alcohol to an aldehyde usually gives some over-oxidation to thecarboxylic acid. Assume you have used PCC to oxidize pentan-1-ol to pentanal.(a) Show how you would use acid–base extraction to purify the pentanal.(b) Which of the expected impurities cannot be removed from pentanal by acid–base extractions? How would you remove this impurity?PreLab for the alkene preparation via alcohol dehydration Given 2.3 mL of the alcohol 3-methyl-3-pentanol and 1 mL of the catalyst phosphoric acid... a) A balanced stoichiometric (not structural) equation for the reaction b) A calculation of the theoretical yield of alkenes c) A structural (not balanced) equation showing all the isomeric products d) A qualitative prediction of the relative occurrence of each product
- Write equations for the reaction of 2-butanol with reagent. Where you predict no reaction, write NR. Q)K2Cr2O7, H2SO4, H2O, heatBoth cis- and trans-2-methylcyclohexanol undergo dehydration in warm sulfuric acid to give 1-methylcyclohexene as the major alkene product. These alcohols can also be converted to alkenes by tosylation using TsCl and pyridine, followed by elimination using KOC(CH3)3 as a strong base. Under these basic conditions, the tosylate of cis-2-methylcyclohexanoleliminates to give mostly 1-methylcyclohexene, but the tosylate of trans-2-methylcyclohexanol eliminates to give only 3-methylcyclohexene. Explain how this stereochemical difference in reactants controls a regiochemical difference in the products of the basic elimination, but not in the acid-catalyzed elimination.The reaction of ethyl formate with an excess of CH3MgI followed by hydrolysis gives A. ethanol B. n-propyl alcohol C. propanal D. isopropyl alcohol E. propenal
- Chlorination of 2-butanone yields two isomeric products, each having the molecular formula C4H7ClO. (a) What are these two compounds? (b) Write structural formulas for the enol intermediates that lead to each of these compounds. (c) Using curved arrows, show the flow of electrons in the reaction of each of the enols with Cl2.p-toluic acid is prepared from 3.42 grams of p-Bromotoluene. When p-Bromotoluene was mixed with dry ether, the mixture was warmed until the ether begins to boil (34.6 °C). When the reaction is almost complete, dry ice (3-4 mL in a beaker) was prepared and the mixture was poured into it. After some time, 5 mL of 6 N HCl was added. The solvent used for the recrystallization is 100 mL of 30% ethanol. The reaction equation is given on the figure. What is the actual yield? What is the theoretical yield? How many moles of p-toluic acid was produced?An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original un-known alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.