What would be the major product of the following reaction sequence? O( DIT III HT P OH CH3 CH3 CH3SO₂C base E Ill CH3 mesylate IL - III CH3 Nal ethanol 7 I 2 ? OSO₂ CH3
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- Propose a mechanism to show how 3,3-dimethylbut-1-ene reacts with dilute aqueousH2SO4 to give 2,3-dimethylbutan-2-ol and a small amount of 2,3-dimethylbut-2-ene.The trimethylsilyl (TMS) protecting group is one of several silicon protecting groups for alcohols. For each reaction, draw the mechanism for the protection of (R)-3-bromo-1-butanol with the following silyl chlorides, using triethylamine as the base: (a) terf-butyldimethylsilyl chloride (TBS-C1] (b) triisopropylsilyl chloride (TEPS-C1) (c) triethylsilyl chloride (TES-C1)Show the products from reaction of p-bromoaniline with the following reagents: (a) CH3I (excess) (b) HCl (c) HNO2, H2SO4 (d) CH3COCl (e) CH3MgBr (f) CH3CH2Cl, AlCl3 (g) Product of (c) with CuCl, HCl (h) Product of (d) with CH3CH2Cl, AlCl3
- The following reactivity order has been found for the saponification of alkyl acetates by aqueous NaOH. Explain. CH3CO2CH3 > CH3CO2CH2CH3 > CH3CO2CH(CH3)2 > CH3CO2C(CH3)3Please describe the difference in the outcome of treating a terminal alkyne with HgSO4, H2SO4, H2O and with 9-BBN, followed by H2O2 and NaOH.Which of the following will produce enantiomeric pair on treatment with HOH? I II III IV
- What steps are needed to prepare phenylacetylene, C6H5C = CH, from each compound: (a) C6H5CH2CHBr2; (b) C6H5CHBrCH3; (c) C6H5CH2CH2OH?The base-promoted rearrangement of an a-haloketone to a carboxylic acid, known as the Favorskii rearrangement, is illustrated by the conversion of 2-chlorocyclohexanone to cyclopentanecarboxylic acid. Jo Han Sow La NaOH, THF O Nat H3O+ OH NaOH, THF The mechanism involves the following 5 steps: -ō cyclopropanone intermediate 1. Abstraction of a proton to form enolate anion 1; 2. Formation of a cyclopropanone intermediate 2 with expulsion of chloride ion; 3. Addition of hydroxide ion to form tetrahedral intermediate 3; 4. Collapse of the tetrahedral intermediate and breakage of the three-membered ring to form carbanion intermediate 4; 5. Proton transfer to form the rearranged carboxylic acid. For the following reaction, draw the reaction out on paper, and then draw the structure of cyclopropanone intermediate 2 in the window. 1. NaOH, THF 2. H3O* OHWhat is the major product of the following reaction sequence?Tek seçenek.
- select the most appropriate reagent(s) to effect the change. K2Cr2O7, H+ H2, Pd 1. Disiamylborane, 2. HO–, H2O, H2O2 NaOCl H2SO4, HgSO4Can you draw out the following reaction mechanism: 1. Benzyl alcohol + H2SO4 → Benzyl oxonium ion + HSO4- 2. Benzyl oxonium ion + CrO3 → Chromate ester 3. Chromate ester → Benzylic carbocation 4. Benzylic carbocation + H2O → Benzaldehyde + H3O+ 5. Benzyl alcohol + H2CrO4 → Benzaldehyde + Cr3+ + 3H2SO4 Byproduct: CrO3 + 3 H2O --> Cr3+ + 3 H2SO4Predict the major products of the following reactions.(a) (R)-2-hexyl tosylate + NaCN(b) the tosylate of cyclohexylmethanol + excess NH3