A. Using acetylene as your only source of carbon atoms, design a synthesis of pentanal, shown below (Note: pentanal has an odd number of carbon atoms, while acetylene has an even number of carbon atoms): i The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B C 1) O3; 2) DMS 1) R₂BH; 2) H₂O₂, NaOH NaNH, D E F H₂, Lindlar's cat. 1-bromopentane H₂. Pt G H 1-bromobutane H2SO4, H₂O. HgSO4 EtBr D. Proposa Propose an efficient synthesis for the following transformation. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A t-BuOK C HBr, ROOR EtONa D HBr F G Н conc. H₂SO heat H2SO4. H₂O, HgSO4 1) 03:2) DMS 1) xs NINH: 2) HO J K 1) R₂BH; 2) H₂O₂, NaOH Mel HC CNa Br₂, hw B. Using acetylene as your only source of carbon atoms, design a synthesis of trans-5-decene: The transformation above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). In the following parts, you will synthesize any carbon reagents (other than acetylene) that were used in the synthesis. A B C E. Propose an efficient synthesis for the following transformation. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. H₂, Pt E F H₂, Lindlar's cat. NaNH, Н 1 1) BH3-THF; 2) H2O2, NaOH Na, NH3(1) C Using acetylene as your only source of carbon atoms, design a synthesis of cis-3-decene: A HBr, ROOR B C HC CNa 1) R₂BH; 2) H2O2, NaOH D E F HBr CH3CH2Br H2SO4, H2O, HgSO4 G H NaOH conc. H2SO4, heat 1) 03:2) H₂O F. Propose an efficient synthesis for the following transformation. The transformation above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). There is more than one correct solution, but provide just one answer. In the following parts, you will synthesize any carbon reagents (other than acetylene) that were used in the synthesis. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B с H₂. Pt D E F H₂, Lindlar's cat. NaNH, A B HBr conc. H₂SO4, heat HC=CNa D E F HBr, ROOR H₂, Lindlar's cat. 1) 03:2) DMS G Н 1 G Н I t-BuOK dilute H₂SO4 H2. Pt 1-bromohexane 1) BH-THF; 2) H2O2, NaOH Na, NH3)

A. Using acetylene as your only source of carbon atoms, design a synthesis of pentanal, shown below (Note: pentanal has an odd number of carbon atoms, while acetylene has an even number of carbon atoms): i The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B C 1) O3; 2) DMS 1) R₂BH; 2) H₂O₂, NaOH NaNH, D E F H₂, Lindlar's cat. 1-bromopentane H₂. Pt G H 1-bromobutane H2SO4, H₂O. HgSO4 EtBr D. Proposa Propose an efficient synthesis for the following transformation. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A t-BuOK C HBr, ROOR EtONa D HBr F G Н conc. H₂SO heat H2SO4. H₂O, HgSO4 1) 03:2) DMS 1) xs NINH: 2) HO J K 1) R₂BH; 2) H₂O₂, NaOH Mel HC CNa Br₂, hw B. Using acetylene as your only source of carbon atoms, design a synthesis of trans-5-decene: The transformation above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). In the following parts, you will synthesize any carbon reagents (other than acetylene) that were used in the synthesis. A B C E. Propose an efficient synthesis for the following transformation. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. H₂, Pt E F H₂, Lindlar's cat. NaNH, Н 1 1) BH3-THF; 2) H2O2, NaOH Na, NH3(1) C Using acetylene as your only source of carbon atoms, design a synthesis of cis-3-decene: A HBr, ROOR B C HC CNa 1) R₂BH; 2) H2O2, NaOH D E F HBr CH3CH2Br H2SO4, H2O, HgSO4 G H NaOH conc. H2SO4, heat 1) 03:2) H₂O F. Propose an efficient synthesis for the following transformation. The transformation above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). There is more than one correct solution, but provide just one answer. In the following parts, you will synthesize any carbon reagents (other than acetylene) that were used in the synthesis. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B с H₂. Pt D E F H₂, Lindlar's cat. NaNH, A B HBr conc. H₂SO4, heat HC=CNa D E F HBr, ROOR H₂, Lindlar's cat. 1) 03:2) DMS G Н 1 G Н I t-BuOK dilute H₂SO4 H2. Pt 1-bromohexane 1) BH-THF; 2) H2O2, NaOH Na, NH3)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter16: Synthesis Workshop 1

Section: Chapter Questions

Problem 25E

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