(a)
Interpretation:
The two structures from which
Concept introduction:
When an unsymmetrical
(b)
Interpretation:
Whether the products will be same or not when
Concept introduction:
When an unsymmetrical alkene is reacted with
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Organic Chemistry
- Disiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylborane.(b) Explain why the reaction in part (a) goes only as far as the dialkylborane. Why isSia3B not formed?arrow_forward(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.arrow_forward(a) Explain how pyrrole is isoelectronic with the cyclopentadienyl anion.(b) Specifically, what is the difference between the cyclopentadienyl anion and pyrrole?(c) Draw resonance forms to show the charge distribution on the pyrrole structure.arrow_forward
- Explain why :(a) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.(b) Alkyl halides, though polar, are immiscible with water.arrow_forward(a) Cyclohexa-1,3-diene can be converted into a tetrasubstituted haloalkane when reacted with bromine in ether. Write a balanced chemical equation for the reaction that occurs and state the expected observation. (b) Compound A and B are alkenes with the same molecular formula C5H10. Compound A is a branched-chain alkene while compound B is a straight-chain alkene. The reaction between compound A with hydrogen bromide produces major product C which is optically active. (i) Draw TWO (2) possible structures for compound B. (ii) Outline the mechanism for the reaction between compound A with hydrogen bromide to form major product C. (iii) Name the product formed when compound A undergoes bromination reaction.arrow_forwardExplain why (i) the dipole moment in chlorobenzene is lower than that of cyclohexyl chloride. (ii) haloalkanes are only slightly soluble in water but dissolve easily in organic solvents.arrow_forward
- Answer ALL parts of this question. (a) Using resonance structures, discuss the following statement; phenols are much stronger acids than aliphatic alcohols. (b) Give the structure of a stronger organic acid than phenol. (c) Rationalise the acidity of the latter organic acid by drawing two resonance structures of the conjugate base. (d) Eugenol is a natural product derived from the dried flower buds of the evergreen tree, Eugenia aromatica. Briefly describe a procedure with reagents required to extract eugenol as a single component from the mixture of compounds present in these flower buds. OH LOCH 3 eugenolarrow_forward1. (a) Describe aromaticity, Kekule structure and resonance structure for benzene. (b) Why is benzene more stable than aliphatic alkenes?arrow_forward(a) Give the products of the phosphoric acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Label the three products with major, minor, and trace amounts. OH H3PO4, heat (b) Describe the rule that is applied in the acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Explain your answer based on the products formed.arrow_forward
- The name of the parent six-membered sulfur-containing heterocycle is thiane. It is numbered beginning at sulfur. Multiple incorporation of sulfur in the ring is indicated by the prefixes di-, tri-, and so on. (a) How many methyl-substituted thianes are there? Which ones are chiral? (b) Write structural formulas for 1,4-dithiane and 1,3,5-trithiane. (c) Which dithiane isomer (1,2-, 1,3-, or 1,4-) is a disulfide?(d) Draw the two most stable conformations of the sulfoxide derived from thiane.arrow_forward2. (a) Reaction of an alkene with ozone followed by an oxidative workup gives the product shown. What is the structure of alkene A? A (b) Compounds B and C both have the formula C10H16. Hydrogenation of either compound over Pt gives the same product, cis-1-isopropyl-4-methylcyclohexane. Ozonolysis with reductive workup fragments the two compounds differently, as shown below. What are the structures of C B and C? (CHCl3, chloroform, is the solvent.) B 1) 03, CHCI 3 2) (CH3)2S 1) 03, CHC13 2) (CH3)2S H O 1) 03 2) H₂O2, H₂O H3C- H O CH3 3. (a) Draw the structures of all enols that would spontaneously form this ketone, including stereoisomers. + + I HO₂C H + La CH3CH₂-C-CH(CH3)2 O= (b) Would alkyne hydration be a good preparative method for this compound? If so, give the reaction. If not, explain why.arrow_forward(a) When cyclopropane is treated with HI, 1-iodopropaneis formed. A similar type of reaction does not occur withcyclopentane or cyclohexane. Suggest an explanation forcyclopropane’s reactivity. (b) Suggest a method of preparingethylbenzene, starting with benzene and ethylene asthe only organic reagents.arrow_forward
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