Using the reagents listed in the table below, show how to convert 1-pentyne to the following products. (Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g., hb. If two or more ways of conversion to the same product are possible, show only one of them.) Reagents available d. H₂O a. CH3 COOH g. NaNH, / NH3 h. (sia) 2 BH b. CH3 COOD e. D₂O c. H₂O, H₂SO4, HgSO4 f. H₂O2, H₂O, NaOHi. (sia) ₂BD (a) CH3CH₂CH2 H D D The reagents are (in order of use): i (b) CH3CH₂CH2 H H D The reagents are (in order of use): h

Using the reagents listed in the table below, show how to convert 1-pentyne to the following products. (Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g., hb. If two or more ways of conversion to the same product are possible, show only one of them.) Reagents available d. H₂O a. CH3 COOH g. NaNH, / NH3 h. (sia) 2 BH b. CH3 COOD e. D₂O c. H₂O, H₂SO4, HgSO4 f. H₂O2, H₂O, NaOHi. (sia) ₂BD (a) CH3CH₂CH2 H D D The reagents are (in order of use): i (b) CH3CH₂CH2 H H D The reagents are (in order of use): h

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter9: Alkynes: An Introduction To Organic Synthesis

Section9.SE: Something Extra

Problem 36AP

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Using the reagents listed in the table below, show how to convert 1-pentyne to the following product: (Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g., hb. If two or more ways of conversion to the same product are possible, show only one of them.)
Convert 2-pentanol into 2,3-dibromopentane. Draw structures of the starting material (2-pentanol) and final product (2,3-dibromopentane), and show the two reactions needed for this synthesis. Include the structure of the intermediate compound, and the reagents and conditions for each reaction. Then explain why 1,2-dibromopentane would not be a significant product of this synthesis.
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