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Concept explainers
Interpretation:
The name and type of
Concept Introduction:
>In comparison to simple ethers,
On reacting with anionic nucleophiles, epoxides form ring-opened products. This reaction is quite rapid and is exothermic in nature.
>The high reactivity of epoxides towards anionic nucleophiles is due to the presence of angle strain in epoxide and this is relieved by opening of the ring.
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Chapter 17 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
- Problem 19.22 Show how ethyl bromide can be used as a starting material in the preparation of each of the following compounds. (Hint: How are Grignard reagents prepared?) HO `CH;CH3 (a) OH (b) OH (c) 1-butanol (d) PHCHCH,CH; (CH;CH;),CCH3arrow_forwardProblem 17.7 Give the structures of the starting materials that would be required to synthesize the following compounds. CH,O. CH3 (b C=C CH H CHarrow_forwardPROBLEM 23.26 Draw the mechanism for the formation of phenol from bromobenzene and sodium hydroxide shown in the first reaction. Suppose, instead, that the deuterium-labeled bromobenzene shown in the second reaction were used. What percentage of the product would you expect to contain the deuterium atom? Explain. Br d 1. NaOH, A 2. H₂O, HCI OH 6 Br D 1. NaOH, A 2. H₂O, HCIarrow_forward
- PROBLEM 4.13 Write the structures of all the alkenes that can be formed by dehydrohalogenation of each of the following alkyl halides. Apply the Zaitsev rule to predict the alkene formed in greatest amount in each case. (a) 2-Bromo-2,3-dimethylbutane (c) 3-Bromo-3-ethylpentane (b) tert-Butyl chloride (d) 2-Bromo-3-methylbutanearrow_forwardProblem 4.20 Show the alkyne and alkyl halide from which the following products can be obtained. Where two routes look feasible, list both. (c) CH3 CH3CHCH2CH2C=CH (a) (b) CH3CH2CH2C=CCH3 CH3 CH3CHC=CCH3arrow_forwardProblem 17.15 Complete the following equations. i i O CH3 KOH ethanol (a) CH3CHCCH2COCH2CH3 + CH₂C-C=CH2- CH3arrow_forward
- PROBLEM 23.26 Is the following thermal reaction allowed suprafacially or antara- facially? Give a detailed analysis. H3C H H₂C CH3 A -CH3 HC H3Carrow_forwardProblem 8.20 Which mechanism, E1 or E2, will occur in each reaction? to b. + OCH₂ - + H₂O - 1 . d. + CH₂OH Br -OC(CH3)3arrow_forwardWhat is the major alkene formed when A is treated with POCl3 andpyridine? Explain why the major product is different in these reactions.arrow_forward
- What is the major organic product obtained from the following reaction under low temperature conditions? A, B, C, or D?arrow_forwardshift fn Onino dantbuogmo binspiCKey Reactions 549 Problem 14.21 (a) Draw the disulfide formed when CH,CH,CH,SH is oxidized. (b) Draw the product formed when the following disulfide is reduced: CH,CH,CH,CH,SSCH,CH,.arrow_forwardProblem 15.3b Homework Predict the major organic products of the following reaction and draw their structures in the space provided. If appropriate, assume an aqueous workup at the end of the reaction. O HO + NaOMe 7 Open in Reading Viarrow_forward
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