**Question:****Which of the following best explains why the synthetic route shown below would be unsuccessful?**\[ \text{HC} \equiv \text{C}^- \]\[ \begin{array}{lll}\quad \quad \quad \quad & 1) \quad \text{CH}_3\text{CH}_2\text{Br} & \\\quad \quad \quad \quad & \quad 2) \quad \text{NaNH}_2 & \quad \longrightarrow \quad \text{CH}_3\text{CH}_2\text{C} \equiv \text{CC}(\text{CH}_3)_3 \\\quad \quad \quad \quad & 3) \quad (\text{CH}_3)_3\text{CBr} & \end{array} \]**Options:**- \( \circ \) Reaction with sodium amide will result in formation of a primary alkyne- \( \circ \) The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide- \( \circ \) The alkynide anion is not a strong enough nucleophile to react with 1-bromopropane in step 1- \( \circ \) Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2- \( \circ \) Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown

In step 1 alkynide anion is work as nucleophile and give substitution reaction. NaNH2 is a base…

Which of the following best explains why the synthetic route shown below would be unsuccessful? 1) CH;CH,Br HCEC: CH;CH,C=CC(CH3)a 2) NANH2 3) (CH3)3CBr O Reaction with sodium amide will result in formation of a primary alkyne O The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide O The alkynide anion is not a strong enough nucleophile to react with 1-bromopropane in step 1 Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2 O Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown

Which of the following best explains why the synthetic route shown below would be unsuccessful? 1) CH;CH,Br HCEC: CH;CH,C=CC(CH3)a 2) NANH2 3) (CH3)3CBr O Reaction with sodium amide will result in formation of a primary alkyne O The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide O The alkynide anion is not a strong enough nucleophile to react with 1-bromopropane in step 1 Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2 O Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Which of these structures fit the following descriptions? Br An alkyl halide that gives a mixture of three alkenes on E2 reaction H An organohalide that will not undergo nucleophilic substitution An alkyl halide that gives the non-Zaitsev product on E1 reaction CH2CH2 An alcohol that reacts rapidly with HCI at 0° (CH3};COH
Give a clear handwritten detailed answer
9) Which of the following is the major E2 product formed from the following alkyl halide? A) I G 11 CI III B) II IV C) III D) IV
What is the major organic product obtained from the following sequence of reactions? A) 1 B) 2 Br₂ H₂O NaOH, H₂O C) 3 D) 4 85. OH 2
What is the most likely name of this thiol ester; CH3-CH(-CI)-C(=O)-S-CH₂-CH(-Br)-CH₂-CH(-CH3)-CH2-CH3 4-bromo-2-methyl-2 chloropropyl thiohexanoate None of these 2-bromo-cyclohexyl 3-chloro-2-thiolpropanoate 2-bromo-4-methylhexyl 2-chloro-thiopropanoate 2-chloropropyl 3-bromo-3-methylhexanoate
Draw the products for the following reactions, assume the reagents are in excess unless other equivalents are listed. Clearly indicate the stereochemistry where important
22
Which reaction sequences will generate the product (Z)-oct-3-ene, shown below, as the dominant product? (A) H2 Pd/BaSO, (B) LINH3 H2SO4 (D) OH (CH5)3P-CHCH,CH3/ether (C) Sequences B and D Sequences A and B Sequences B and C Sequences A and C
Give the organic product: H-S-CH,CH3 (HINT: "S" is a nucleophile ) S-CH,CH3 -S-CH2CH3 A ОН S-CH2CH3 B D НО CH3CH2-S Select one: В A
Draw structures for compound or reagents A, B, C, D and E to complete the following synthesis. A 1. H,C=0 B Br `MgBr 2. H* 1. 8 Mg H D + H-OH 2. H
What are the appropriate reagents to carry out the following conversion? OH O KMnO4/NaOH/H₂O O Na₂Cr₂O7/H2SO4/H₂O O PCC/CH₂Cl2 O Br₂, CCl4 None of these OH