Hydrocarbons Te...

Which molecule will give the following dicarboxylic acid upon treatment with acidic solution of KMnO₄?

Propose major product of the following reaction.

An  optically active alky bromide X (C₆H₁₃Br) upon treatment with ethanolic KOH solution forms two alkenes Y and Z with their molecular formula (C₆H₁₂). Y and Z are positional isomers. Z upon treatment with cold, dilute alkaline KMnO₄ solution gives a meso-diol. Hence, X is

Which starting material should be used to produce the compound shown below?

When reacted with an alkene, which of the following reagent would not introduce I atleast one hydroxyl (— OH) group into final product?

0.92 g of an organic compound was analysed by combustion method. The mass of the U-tube increased by 1.08 g. What is the percentage of hydrogen in the compound?

An organic compound gave 0.4655 g of CO₂ on complete combustion. If the mass of the compound taken was 0.2115 g, what is the percentage of C in it?

In kjeldahl's method of estimation of nitrogen, nitrogen is quantitatively converted to ammonium sulphate. It is the treated with the standard solution of alkali. The nitrogen which is present is estimated as:

2.18 g of an organic compound containing sulphur produces 1.02g of BaSO4. Thepercentage of sulphur in the compound is

Direction (Q. Nos. 10-14) This section contains 2 paragraphs, each describing theory, experiments, data, etc. Six questions related to the paragraphs have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

Passage I

An unknown compound X (C₅H_gBr) does not decolourise purple colour of alkaline permanganate solution. Upon treatment with C₂H₅OK/C₂H₅OH, X gives Y (C₅H₈) as only structural isomer. Catalytic hydrogenation of Y gives methyl cyclobutane. Ozonolysis of Y gives Z (C₅H₈O₂) which can exist as a pair of enantiomers.

Q. The correct statement concerning X is

Passage I

An unknown compound X (C₅H_gBr) does not decolourise purple colour of alkaline permanganate solution. Upon treatment with C₂H₅OK/C₂H₅OH, X gives Y (C₅H₈) as only structural isomer. Catalytic hydrogenation of Y gives methyl cyclobutane. Ozonolysis of Y gives Z (C₅H₈O₂) which can exist as a pair of enantiomers.

Q.
What is true regarding reaction of Y with cold, dilute alkaline KMnO₄ solution?

Passage I

An unknown compound X (C₅H_gBr) does not decolourise purple colour of alkaline permanganate solution. Upon treatment with C₂H₅OK/C₂H₅OH, X gives Y (C₅H₈) as only structural isomer. Catalytic hydrogenation of Y gives methyl cyclobutane. Ozonolysis of Y gives Z (C₅H₈O₂) which can exist as a pair of enantiomers.

Q. What is correct skeleton of Z? 

Passage II

An organic compound X (C₇H₁₁Br) shows optical isomerism as well as decolourises brown colour of bromine water solution. X on treatment with HBr in the absence of a peroxide forms a pair of diastereomers, both of them are optically active. Also, X with C₂H₅ONa in C₂H₅OH gives a single product Y (C₇H₁₀). Y on treatment with ozone followed by reduction with (CH₃)₂S gives 1, 3,-cyclopentanedione as one product.

Q. The structure of compound X is

Passage II

An organic compound X (C₇H₁₁Br) shows optical isomerism as well as decolourises brown colour of bromine water solution. X on treatment with HBr in the absence of a peroxide forms a pair of diastereomers, both of them are optically active. Also, X with C₂H₅ONa in C₂H₅OH gives a single product Y (C₇H₁₀). Y on treatment with ozone followed by reduction with (CH₃)₂S gives 1, 3,-cyclopentanedione as one product.

Q. The correct statement regarding produces) formed by the reaction of X with HBr in th e presence of H₂O₂ is

Passage II

An organic compound X (C₇H₁₁Br) shows optical isomerism as well as decolourises brown colour of bromine water solution. X on treatment with HBr in the absence of a peroxide forms a pair of diastereomers, both of them are optically active. Also, X with C₂H₅ONa in C₂H₅OH gives a single product Y (C₇H₁₀). Y on treatment with ozone followed by reduction with (CH₃)₂S gives 1, 3,-cyclopentanedione as one product.

Q. The correct statement concerning product(s) formed when Y is treated with excess of HCI is

Direction (Q. Nos. 16 - 19) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

Q. 
How many different isomers of alkene (X)can give the above reaction?

If all stereoisomers of 2-pentene are treated with cold, dilute and alkaline KMn04 solution, how many different diols would be expected?

If 4-methyl cyclopentene is treated with OsO₄ followed by work-up with NaHSO₃/H₂O, how many different diols would result?

A mixture containing all the stereoisomers of 3, 4, 5-trimethyl cyclopentene is treated with O₃ followed by Zn-hydrolysis, how many different isomers of products would result?

Direction (Q. Nos. 20 and 21) This section is based on Statement I and Statement II. Select the correct answer from the codes given below.

Statement I :  In reductive ozonolysis, dimethylsulphide is better reducing reagent than Zn- H₂O.
Statement II : (CH₃)₂S brings about homogeneous catalysis.

Statement I :  cis-2-butene with cold, dilute, alkaline KMnO₄ gives meso-2,3- butanediol.
Statement II :  In alkaline solution, under cold condition, KMnO₄ acts as a mild oxidising agent.