Compound EE, CSH100 gives a positive result (formation of silver mirror) when reacted with Tollen's reagent. Reduction of EE with sodium borohydride, NABH4 followed by acidified water, HsO produces compound FF. Dehydration of compound FF uses concentrated sulphuric acid, H2SO4 at a temperature of 180°C produces compound GG. Compound FF also reacts with hot acidified potassium dichromate, KCr2O, to produce 2-methylbutanoic acid, C.H;COOH. Esterification between 2-methylbutanoic acid and methanol, CH3OH produces compound HH.
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- Compound EE, C5H10O gives a positive result (formation of silver mirror) when reacted with Tollen’s reagent. Reduction of EE with sodiumborohydride, NaBH4 followed by acidified water, H3O+ produces compound FF. Dehydration of compound FF uses concentrated sulphuric acid, H2SO4 at a temperature of 180°C produces compound GG. Compound FF also reacts with hot acidified potassium dichromate, K2Cr2O7 to produce 2-methylbutanoic acid, C4H9COOH. Esterification between 2-methylbutanoic acid and methanol, CH3OH produces compound HH. Draw the structural formula of compounds EE, FF, GG, and HH.. A colorless liquid, C4H6O, having a boiling point of 97-98°C was found to be soluble in water and also in ether. It gave a negative test for the presence of halogens, sulfur, and nitrogen. It did however, give a positive test to 2,4-dinitrophenylhydrazine reagent. It gave a negative result when treated with ceric nitrate solution and also Tollen’s reagent. Treatment with ozone followed by hydrolysis in the presence of zinc gave formaldehyde as one of the products. What is the structure and name of the colorless liquid?What reaction would be best for preparing 2-isopropoxy pentane in high yield? 2-iodopentane and sodium isopropoxide sodium hydride added to 2-pentanol, then 2-iodopropane mercury acetate added to 1-pentene and isopropanol, then NaBH4 mercury acetate added to 2-pentene and isopropanol, then NaBH4
- 7. Compound AA, C4H8O, gives a positive result (formation of a silver mirror) when reacted with Tollen’s reagent. Reduction of compound AA with lithium aluminium hydride, LiAlH4 followed by acidified water, H3O+ produces an alcohol, BB. Oxidation of BB with hot acidified potassium dichromate, K2Cr2O7 gives butanoic acid, C3H7COOH. Esterification between butanoic acid and methanol, CH3OH produces compound CC. Dehydration of compound BB using concentrated sulphuric acid, H2SO4 at a temperature of 180°C produces compound DD. Draw the structural formula of compounds AA, BB, CC, and DDThe mechanism of the Fischer esterification was controversial until 1938, when IrvingRoberts and Harold Urey of Columbia University used isotopic labeling to follow thealcohol oxygen atom through the reaction. A catalytic amount of sulfuric acid was addedto a mixture of 1 mole of acetic acid and 1 mole of special methanol containing the heavy18O isotope of oxygen. After a short period, the acid was neutralized to stop the reaction,and the components of the mixture were separated.H2SO4OCH3 C O H CH3 O H CH3 C O CH3 H2OO18 + +(a) Propose a mechanism for this reaction.(b) Follow the labeled 18O atom through your mechanism, and show where it is found inthe products.(c) The 18O isotope is not radioactive. Suggest how you could experimentally determinethe amounts of 18O in the separated components of the mixture(a) How will you carry out the following conversions?(i) Acetylene to Acetic acid (ii) Toluene to m-nitrobenzoic acid(iii) Ethanol to Acetone(b) Give reasons :(i) Chloroacetic acid is stronger than acetic acid.(ii) pH of reaction should be carefully controlled while preparing ammonia derivatives of carbonyl compounds.
- Conversion of an alkene to a halohydrin and internal displacement of a halide ion by an alkoxide ion are both stereoselective. Use this information to demonstrate that the configuration of the alkene is preserved in the epoxide. As an illustration, show that reaction of cis-2-butene by this two-step sequence gives cis-2,3- dimethyloxirane (cis-2-butene oxide).E. TESTS FOR PHENOLIC COMPOUNDSPhenolic compounds such as phenol, salicylic acid, etc., give characteristiccolors with FeCl3 and Millon’s Reagent.1. Ferric Chloride TestAdd 5 drops of FeCl3 solution to 4 different test tubes containing 1 mL each ofdilute solutions of the following compounds and note the color obtained.a. Phenol _______________________________________________________________b. Salicyclic acid ___________________________________________________________c. Resorcinol _______________________________________________________________d. Picric acid _______________________________________________________________2. Millon’s TestPrepare another set of 4 test tubes containing 1 mL each of the solutions listedbelow. Add 3 drops of Millon’s reagent to each and place all the test tubes in aboiling water bath. Note the color formed.a. Phenol _______________________________________________________________b. Salicylic acid ___________________________________________________________c.…1. Compound A, C9H12, absorbs 3 equivalents of H2 on catalytic hydrogenation over palladium catalyst to give B, C9H18. On the treatment with acidic KMnO4, compound A gives among other things, a ketone that was identified as cyclohexanone. On reaction with NaNH2 in NH3, followed by addition of iodomethane, compound A gives a new hydrocarbon C, C10H14. What are the structures of A , B and C?
- The reaction of sodium borohydride with ketones proceeds rapidly at room temperature, forming an intermediate borate ester which is hydrolyzed to give the product alcohol: 4 R2C=O + Na+BH4- ---> (R2CHO)4B-Na+ 2. (R2CHO)4B-Na+ + 2H2O ---> 4R2CHOH + Na+BO2- Rewrite these two steps using benzil as the ketone, and using structural formulas throughout, rather than the condensed forms above. For example, the structural formula for water is H-O-H. Please write them by hand and paste them in.In this study, the researcher compared S N 2 and E2reaction rates for four substrates. Three of the substrates had a second halogen on the bposition in the molecule. This work also compared the behavior of two nucleophiles:dianion I and II. You should read the abstract and look at Scheme 1 (p. 3082) and Table 4(p. 3086). Abstract: The gas-phase reactions of benzoate and phenolate containing dianions with a series of ‚-substitutedalkyl bromides (X-CH2CH2Br, X ) H, F, Cl, Br) have been studied in a quadrupole ion trap mass spectrometer.Branching ratios between SN 2 and E2 products were measured and rate constants were determined. The‚-halogens increase both the S N 2 and E2 rates, but the effect is greater for the latter process and thereforethese substituents lead to an increase in the amount of elimination. The kinetic data for the SN 2 reactions canbe analyzed via a two-parameter, linear free-energy relationship and the results indicate that field-effects (i.e.,electron-withdrawing…In this study, the researcher compared S N 2 and E2reaction rates for four substrates. Three of the substrates had a second halogen on the bposition in the molecule. This work also compared the behavior of two nucleophiles:dianion I and II. You should read the abstract and look at Scheme 1 (p. 3082) and Table 4(p. 3086). Abstract: The gas-phase reactions of benzoate and phenolate containing dianions with a series of ‚-substitutedalkyl bromides (X-CH2CH2Br, X ) H, F, Cl, Br) have been studied in a quadrupole ion trap mass spectrometer.Branching ratios between SN 2 and E2 products were measured and rate constants were determined. The‚-halogens increase both the S N 2 and E2 rates, but the effect is greater for the latter process and thereforethese substituents lead to an increase in the amount of elimination. The kinetic data for the SN 2 reactions canbe analyzed via a two-parameter, linear free-energy relationship and the results indicate that field-effects (i.e.,electron-withdrawing…