(a)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis methods.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when
(b)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when alkene reacts with an alcohol in the presence of mercury acetate.
(c)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when alkene reacts with an alcohol in the presence of mercury acetate.
(d)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when alkene reacts with an alcohol in the presence of mercury acetate.
(e)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when alkene reacts with an alcohol in the presence of mercury acetate.
(f)
To determine: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method.
Interpretation: The synthesis of the given ether by alkoxymercuration-demercuration and Williamson synthesis method is to be stated.
Concept introduction: The reaction of an alkoxide ion with
In alkoxymercuration-demercuration, ether is produced when alkene reacts with an alcohol in the presence of mercury acetate.
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Chapter 14 Solutions
Organic Chemistry (9th Edition)
- 2. Provide a synthesis of the following ether starting from an alkene, ethanol, and any necessary reagents. CH3 CH3 H3Carrow_forwardWhich of the following provides the best description of the two products of the following ether cleavage? HBr, A a. two alcohols b. cyclic ether C. 2-propanol and 2-bromobutane d. 1-propanol and 2-bromopropane e. 1-propanol and 2-propanol f. 1-bromopropane and 2-propanolarrow_forward1. Which alkyl bromide is the best choice to use as a reagent in a Williamson ether synthesis of 2-propoxybutane? A Br A B OCH3 2. What is the product of this alkoxymercuration-demercuration reaction? B OCH₂ C H₂CO Br 1. Hg(OAc)2, CH3OH 2. NaBH4 C HyCO. D Darrow_forward
- Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3arrow_forwardWhich of the following reactions or series of reactions will lead to the formation of methoxycyclohexane? OH CH₂OH/A 1. CH3MgBr/ ether 2. H*/H₂O 1. Na 2. CH₂CH₂I 1. Hg(OAc)2/ CH₂OH 2. NaBH4 1. MCPBA 2. H¹/ CH₂OHarrow_forward1. 2-bromobutane + cyclohexanol + NaH à (major product) c. 2-butoxycyclohexane a.. 2-butene reaction b. 1-butene d. no e. something else! 2. t-butylbromide + sodium ethoxide in ethanol à (major product) a. 2-methylpropene reaction b. t-butyl ethyl ether c. 1-methylbutene d. no e. something else! 3. potassium t-butoxide + 1-bromobutane in t-butyl alcohol room temperature à (major product) a. 1-butene reaction c. 2-methylpropene d. no b. butyl t-butyl ether e. something else! 4. t-butyl bromide + boiling hot water à (major product) a. 2-methylpropene reaction b. t-butyl ethyl ether c. t-butanol d. no e. something else! 5. 2-chloropropane + acetic acid (2 eq) / KOH (1 eq) / DMF à(major product) c. b. d. no reaction e. something а. HO. else! Br KOH / DMSO 6. b. 2-methyl-1-propanol d. 1,2- a. 2-methylpropene propanediene c. no reaction e. something else! 7. cyclopentanol+ NaH + DMSO + bromopropane à(major product) a. cyclopentene reaction b. propene e. something else!! c. propyl cyclopentyl…arrow_forward
- From the list of available starting materials, select the reagents you would use to best prepare the following compound by a Williamson ether synthesis. Select your reagents using the letters shown below.arrow_forwardSpecify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. r Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LiAlH₁ f. PBr3 b. H₂SO4 c. HCI d. HBr i. CH3 MgBr; then H3O+ e. SOC1₂ j. CH3 CH₂ MgBr; then H3O+ g. CrO3, H₂ SO4, H₂O h. NaH k. CH3 CH₂ CH₂ MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+t n. Dess-Martin periodinane (DMP) Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3arrow_forwardanswer a, b and carrow_forward
- please dont provide hand writing solutionarrow_forwardWhich ether cannot be synthesized through Williamson synthesis? * OCH2CH2CH3 All can be prepared CH3 CH3-0-C-CH3 ČH3 (CH3)3C-O-C(CH3)3 .......arrow_forwardSpecify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. Alcohol Starting Materials Reagents Available 1. methanol a. LIAIH4 f. PBr3 k. CH3CH,CH,MgBr 2. ethanol I. CgH5MgBr (phenylmagnesium bromide) b. H2SO4 g. CrO3 3. 1-propanol с. НС h. NaH m. (CH3)2CHMgBr 4. 2-propanol d. HBr i. CH;MgBr n. pyridinium chlorochromate (PCC) 5. cyclohexanol e. SOCI2 j. CH3CH2M9B Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3arrow_forward
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