Wileys Problems in Organic Chemistry 1st. Edition by Dr. K Singh | 9788126555826 | 8126555823 | Holooly

Organic Chemistry

Wileys Problems in Organic Chemistry

349 SOLVED PROBLEMS

Question: 4.25

Predict the structure of the hydrocarbon (A) used as the starting material in the following reaction. ...

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The reaction is an example of oxidative cleavage. ...

Question: 4.27

Treatment of an alkene (A) with Hg(OAc)2 in H2O/ THF, followed by NaBH4, produces an alcohol iso- meric to one obtained by hydroboration-oxidation of the same alkene. Reduction of the alkene gives com- pound (B) 2-methylbutane, while ozonolysis yields an aldehyde, CH3CHO, ...

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Question: 4.24

(a) Three isomeric alkenes (A), (B) and (C), of molecular for mula C5H10 are hydrogenated to yield 2-methyl butane. (A) and (B) give the same tertiary alcohol on oxymercuration demercuration. (B) and (C) give different primary alcohols on hydroboration-oxidation. ...

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(a) The isomers must have the same skeleton as 2-m...

Question: 4.23

A compound with molecular formula C5H10O can react with Na and decolourise Br2 water. It can show geometrical isomerism. Find the structure of the com- pound ...

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Since the compound decolourises bromine water and ...

Question: 4.22

One mole of the Compound (A), C8H12 incapable of showing stereoisomerism, reacts with only one mole of H2 on hydrogenation over Pd. It undergoes ozonolysis to give a symmetrical diketone (B), C8H12O2. What are the structures of (A) and (B)? ...

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Since, Compound (A),

C_8H_{12}

, on ...

Question: 4.11

Draw the structural formula of the major organic product(s) formed in the following reactions. Indicate the stereochemistry where appropriate. ...

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(a) Hydrogen bromide adds to the double of alkene ...

Question: 4.6

Based on the stability of the carbocation predict which of the following two pathways is a lower energy process. ...

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The formation of carbocation I is a lower energy p...

Question: 4.10

(a) Designate the type of each set of hydrogen atoms in the following compound CH3CH=CHCH2 CH2 CH(CH3)2List them in decreasing order of reactivity towards radical substitution.(b) (i) Account for the formation of 1-bromo-2-octene in 80% yield from the reaction of 1-octene with NBS/CCl4. ...

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(a) The hydrogen atoms in the compound can be desi...

Question: 4.8

Provide structure for the following:a) Most important contributing resonance structure of the conjugate acid of 6-methyl-1,3,5-heptatriene. (b) Most stable intermediate in the following reaction. ...

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(a) The most important contributing resonance stru...

Question: 4.9

List the following alkenes in decreasing order of reac- tivity towards electrophilic addition. (Assume that there is no steric hindrance.) ...

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The presence of electron-donating groups such as a...

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