Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an SN2 reaction. N3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. • Do not include counter-ions, e.g., Na+, I, in your answer.

Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an SN2 reaction. N3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. • Do not include counter-ions, e.g., Na+, I, in your answer.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 2E

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Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an S№2 reaction. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. • Do not include counter-ions, e.g., Na+, I, in your answer. / CN Submit Answer TAYY ? ChemDoodle Ⓡ Retry Entire Group • #[ ] در 7 more group attempts remaining
Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an SN2 reaction. / من • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. • Do not include counter-ions, e.g., Na+, I, in your answer. Submit Answer N3 ? ChemDoodle Retry Entire Group ▼n n [ ]# 8 more group attempts remaining
Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an SN2 reaction. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. • Do not include counter-ions, e.g., Na", I, in your answer.
2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff' for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH₂OH
Show how you might synthesize this compound from an alkyl bromide and a nucleophile in an SN2 reaction. N3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Only draw the reactants. Separate multiple reactants using the + sign from the drop-down menu. • If there is more than one possible combination of alkyl bromide and nucleophile, draw only one combination. Do not include counter-ions, e.g., Na", I", in your answer. opy aste
Draw the structure of the alkyl bromide and the nucleophile that will react in an Sy2 reaction to give the product shown. CN Alkyl bromide + Nucleophile H3C • You do not have to consider stereochemistry. Separate multiple reactants using the + sign from the drop-down menu.
Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. LOCH3 LOCH3 HNO3 / CH3CO₂H O₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. ● In cases where there is more than one answer, just draw one.
6. Rewrite figure 7.18 (Determining expected mechanisms) with relevant examples for box headers and example for mechanisms in the boxes. Strong base Strong base Weak base Weak base Weak nucleophile Strong nucleophile Strong nucleophile Weak nucleophile 1° E2 E2 SN2 SN2 2° E2 E2 SN2 SN2 XX 3° E2 E2 SN1 SN1 E1
Draw the structure of the major organic product(s) of the reaction. Хуа 1. LiAlH4, ether 2. H3O+ B 0 • B You do not have to consider stereochemistry. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. 8 ? n ChemDoodle Previous Next
Use the dropdown menu to indicate whether the rate of the reaction shown below will increase, decrease, or remain the same when the reaction conditions are changed to X or to Y or to Z (see below). NaN3 'N3 Br CH3CN X: Change the leaving group from Br to CI Y: Increase the concentration of haloalkane Z: Increase the concentration of NaN3 X: choose your answer.. ^ Y: choose your answer... V Z: choose your answer... choose your answer... Remain the same Nex Decrease Increase
For the given SN2 reaction, draw the organic and inorganic products of the reaction, and identify the nucleophile, substrate, and leaving group. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. HI.... + CI Draw the organic product. :C=N to H Organic product + Inorganic product Draw the inorganic product. ū
10. Draw an energy diagram for the addition of HBr to 1-pentene. Let one curve on your diagram show the formation of 1-bromopentane product and another curve on the same diagram show the formation of 2- bromopentane product. Draw and label the positions for all reactants, intermediates, and products. Which curve has the higher-energy carbocation intermediate? Which curve has the higher-energy first transition state?