(a) Illustrate the following name reactions by giving example :(i) Cannizzaro’s reaction(ii) Clemmensen reduction(b) An organic compound A contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the possible structure of compound A.

(a) Illustrate the following name reactions by giving example :(i) Cannizzaro’s reaction(ii) Clemmensen reduction(b) An organic compound A contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the possible structure of compound A.

Chemistry for Today: General, Organic, and Biochemistry

9th Edition

ISBN:9781305960060

Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Chapter13: Alcohols, Phenols, And Ethers

Section: Chapter Questions

Problem 13.53E: Lipoic acid is required by many microorganisms for proper growth. As a disulfide, it functions in...

See similar textbooks

Similar questions

(a) Give chemical tests to distinguish between compounds in the following pairs of substances :(i) Ethanol and Propanal (ii) Benzoic acid and Ethyl benzoate(b) An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the structure of the compound.
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) 1 Ph THF A Ph Ph B H₂SO4 100 °C 3 OH What is the name of the reaction that is followed by reaction Method A?
(i) State reagents G and J. (ii) Draw the structural formula for compounds D, E and H.
What is the major organic product of the following Condensation reaction? "OH / heat H. (A) (В) (C) (D) (E)
(a) benzene can potentially react with Lewis acid to form new carbon-carbon bond. Propose the starting material and stepwise mechanism to produce new chemical structure which consists of a formula molecule of C11H16.
Starting from bromoethane, the formation of which of the following compound requires more than one step of reaction? 2 (a) Methoxyethane (b) Ethanol (c) Ethanoic acid (d) Ethene
Lipoic acid is required by many microorganisms for proper growth. As a disulfide, it functions in the living system by catalyzing certain oxidation reactions and is reduced in the process. Write the structure of the reduction product.
(d) When butane, CH3CH2CH2CH3 and bromine gas, Br2 is exposed to sunlight, monobrominated product are produced. The reaction equation is given below: uv CH;CH,CH,CH3 + Br2 A + B (i) State the type of reaction. (ii) What is the function of the sunlight in the reaction? (iii) Draw the structure of monosubstituted products, A and B. Label the major product. (iv) Draw the propagation steps in the mechanism for the formation of the major product.
(a) Give chemical tests to distinguish between the following pairs of compounds :(i) Benzoic acid and Phenol (ii) Benzaldehyde and Acetophenone(b) An organic compound with molecular formula C5H10O does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives a positive iodoform test. On vigorous oxidation, it gives ethanoic acid and propanoic acid. Identify the compound and write all chemical equations for the reactions.
(b) Your task is to prepare styrene by one of the following reactions. Which reaction would you choose to give the better yield of styrene? Explain your answer. Br KOH EtOH, A (ii) KOH EtOH, A
Give reasons for the following :(i) Phenol is more acidic than methanol.(ii) The C—O—H bond angle in alcohols is slightly less than the tetrahedral angle (190°28′).(iii) (CH3)3C—O—CH3 on reaction with HI gives (CH3)3C—I and CH3—OH as the main products and not (CH3)3C—OH and CH3—I.
Describe how would you distinguish the following pairs, (a) Benzene and cyclohexane (b) Phenol and toluene (c) Phenol and benzoic acid