(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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EBK ORGANIC CHEMISTRY
- 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
- 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_forward1. (a) Describe aromaticity, Kekule structure and resonance structure for benzene. (b) Why is benzene more stable than aliphatic alkenes?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) (i) 3-Methyl-2-butanol will react with sulphuric acid to give two isomeric alkenes in 3:1 proportions.(i) Write down the structures for these alkenes and assign appropriate systematic names to them. (ii) Name the most abundant isomer. (iii) Write down detailed mechanism for the formation of a minor product.arrow_forward(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.arrow_forwardWrite the structure of the major organic product formed in the reaction of each of the following with hydrogen bromide in the absence of peroxides and in their presence. (a) 1-Pentene (b) 2-Methyl-2-butene (c) 1-Methylcyclohexenearrow_forward
- (a) When bromine is added to two beakers, one containing phenyl iso propyl ether and the other containing cyclohexene, the bromine color in both beakers disappears. What observation could you make while performing this test that would allow you to distinguish the alkene from the aryl ether? (b) Write any three methods in detail for the preparation of aldehyde from primary alcohol. (c) State the clemmenson reduction.arrow_forwardAcid-catalyzed dehydration of 2,2-dimethyl-1-hexanol gave a number of isomeric alkenes including 2-methyl-2-heptene as shown in the following equation.(a) Write a stepwise mechanism for the formation of 2-methyl-2-heptene, using curved arrows to show the flow of electrons. (b) What other alkenes do you think are formed in this reaction?arrow_forwardH H Write the structures of the alkenes that would yield the following carbonyl compounds PRACTICE PROBLEM 8.22 when treated with ozone and then with dimethyl sulfide. (a) and (c) EO and `H oalio (2 mol is produced from 1 mol of alkene) (b) H.arrow_forward
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