Interpretation:Suitable three-dimensional structure of the two products obtained by attack of bromide ion at both of the carbon atoms in the cyclic bromonium ion should be drawn.
Concept introduction:Alkenes are considered electron-rich and undergo bromination addition reaction with
The mechanism of
In the second step, the strained bromonium ion intermediate opens while
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EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
- (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) Ph THF A Ph Ph B H₂SO4 100 °C 3 OH (iii) In analysing both these methods, are there other possible alkene products other than methylenecyclohexane 2? Use mechanistic details to support your answer.arrow_forwardQ.4 Identify the structures of A and B from the following reaction. Provide a suitable justification or the formation of these products/- NNHTS NNHTS NABD, NaBH, A B CH;CO,H CH,CO,D indarrow_forward(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?arrow_forward
- Suggest a reason why wittig reactions usually give mixtures of cis and trans isomers. which of the cis or trans isomer is the. major product? explain.arrow_forwardCompound F may be synthesised by the method attached: When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.arrow_forwardExplain the following behaviours :(i) Alcohols are more soluble in water than the hydrocarbons of comparable molecular masses.(ii) Ortho-nitrophenol is more acidic than ortho-methoxyphenol.arrow_forward
- The hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?arrow_forward4G 4G 1:54 PM 43 ... 2. Name the following compounds: CH3 CH3CHNH2 (a) (b) CH3CH2NHCH,CH3 (c) N-CH3 (d) CH2CH3 (e) H CH3 H2NCH2CH2CHNH2arrow_forward2. (18pts) (a) Draw bond-line structures and include appropriate wedge and dash notation for the following compounds. (b) Identify each pair that would be optically inactive as a 50/50 mixture. (c) Identify pair of compounds that represent diastereomers. H H A Br Br Br H B Br Br H-Et H Br C Br Br CH3 D H Harrow_forward
- Compound Z with molecular formula C3H9N reacts with C6H5SO2Cl to give a solid, insoluble in alkali. Identify Z.arrow_forwardQ1/ Solid compounds (A) with the formula C13H100. Soluble in H2SO4 (conc.). Burn with black smoke and leave a trace . Compounds (A) give positive test with Baradays Reagent and negative result with chromic acid test. Give the structure of compound (A) with chemical equation.arrow_forward1. what are the differences between acyclic and cyclic forms in terms of their physical properties? 2. what is the role of vinegar in liquid-liquid extraction?arrow_forward