(a)
To determine: The synthesis of the given ether by Williamson synthesis methods using any alcohol or phenol.
Interpretation: The synthesis of the given ethers by Williamson synthesis using any alcohol and phenol is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(b)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(c)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(d)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(e)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
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Organic Chemistry (9th Edition)
- 10. Provide unambiguous structural formulas for reaction products A, B, and C.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. Br Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 c. HCI d. HBr e. SOCI₂ g. CrO3, H₂ SO4, H₂O h. NaH Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3 CH₂ CH₂MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ 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_forwardA. OsO4 and NMO B. Br2 and H20 C. Hg(OAc)2, H2O and NaBH4, NaOH D. RCO3H E. BH3-THF and H2O2, NaOH Which reagent will complete this reaction?arrow_forward
- 14) Which combination of reagents is the least effective in generating sodium ethoxide, CH3CH2ONA? a. CH3CH2OH + NaH b. CH3CH2OH + NANH2 C. CH3CH2OH + NAOH d. CH3CH2OH + CH3NAarrow_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. ů Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 c. HCI d. HBr e. SOC12 g. CrO3, H₂SO4, H₂O h. NaH Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3 CH₂ CH₂ MgBr; then H30+ I. C6H5 Mg Br (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ 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_forwardWhich organic starting material is needed to complete the following reaction? H₂C A B C D ? H₂ A 1) (CF3COO)₂Hg, CH₂CH₂OH 2) NaBH4 CH3 H₂C B =CH₂ H3C H3C OH T CH H₂ с H₂ F1₂ OCH₂CH3 I CH CH3 OCH₂CH3 CH H3C CH3 H₂ D OCH₂CH3 T .CH CH3arrow_forward
- Specify 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_forwardWittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).arrow_forwardD Rank the alcohols in each group in order of increasing reactivity when dehydrated with H₂SO4. a. (CH3)2C(OH)CH₂CH₂CH3 (CH3)2CHCH₂CH₂CH₂OH (CH3)2CHCH₂CH(OH)CH3 b. OH CH3 OH HO CH3arrow_forward
- Specify 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. OH Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PB13 k. CH3 CH2 CH2 MgBr; then H3O+ b. H2 SO4 g. Cr03, H,SO4, H2O 1. C6 H5 MgBr (phenylmagnesium bromide); then H30* c. HCI h. NaH m. (CH3)2 CHMgBr: then H30+ d. HBr i. CH3MgBr; then H30+ n. Dess-Martin periodinane (DMP) e. SOCI, j. CH3 CH2 MgBr; then H30+arrow_forwardSynthesize each compound from benzene. Use a diazonium salt as one of the synthetic intermediates. COOH c. CH3- -CH,NH2 е. Но- -CH3 a. Br OH b. d. CH;CH2- -COOH -N=N- -NH2arrow_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. Br Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PBrs k. CH3 CH2 CH, MgBr; then H30+ b. H2 SO4 g. CrO3, H2 SO4, H2O 1. C3 H5 MgBr (phenylmagnesium bromide); then H3O* с. НСI h. NaH m. (CH3)2 CHMgBr: then H30+ d. HBr i. CH;MgBr; then H30+ n. Dess-Martin periodinane (DMP) e. SOCI, j. CH3 CH2 MgBr; then H3O+ Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Previous Nextarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning