For the following sets of substitution reactions that occur via an SN2 mechanism, draw themain organic substitution product (i.e., not the leaving group, for each reaction draw theproduct, though the products may be equivalent) and indicate which reaction occurs at thefaster rate.(a)H3CCH₂O H3C EH3CBr(b)BrCH3OH3C+H3C-BrCH3O- H3C-Br

Step 1: Step 2: Step 3: Step 4:

Answered: For the following sets of substitution…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.18P

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3) Please draw the structures that correspond to omitted structure for each of the following synthetic sequences. HO Cro3 Cro3 (a) Product `OH Product H,0 HO PCC Cl РСС (b) Product (e) Product OH HO РСС NABHA (f) Starting Material (c) Product OH ELOH
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When benzyl bromide is treated separately with KI and CH3OH, the substitution products are different but the reaction rates are about the same. KI Br (a) What does this suggest about the mechanism-is it SN1 or SN2? Explain. (b) Draw the complete mechanism (including curved arrows) for the formation of each product. (c) If the concentration of KI were doubled, what would happen to the rate of the substitution reaction? HOCH3 ?
For each reaction, draw the complete mechanism and the major organic product(s). (a) (b) CI CHBR3 CHCI3 CHCI3 → ? NaOCH3 ? NaOCH3 ? NaOCH3 CI
Label the following as: SN1, SN2, E1, E2 reactions. Create examples with drawn mechanisms.
Draw the mechanism and the major organic product for each of the following reactions.
(b) Consider the reaction of 1-bromobutane with a large excess of ammonia (NH3). Draw the reactants, the transition state, andthe products. Note that the initial product is the salt of an amine (RNH3+ Br - ), which is deprotonated by the excess ammonia to give the amine.
3. (a) Identify the major and minor products from the following reaction: (Draw the structure of all reactants and products) (2R,3S) 2-bromo-3-methyl hexane + NaOEt -------> ???? (b) Identify the mechanism and draw the mechanism for the formation of the major product in reaction in 3(a) above using curved arrows.
give the mechanism of the following reactions and explain why any selectivities occur... please explain
Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside the lenses that occurs when the lenses are exposed to sunlight. The original dye absorbs UV light but not visible light and is thus colorless, while the rearrangement product absorbs visible light and is thus darkened. (a) Show the mechanism of the rearrangement. (b) Why does the rearrangement product absorb at a longer wavelength (visible light) than the original dye (UV)?
Under acid-catalyzed conditions, epoxides can be opened by a variety of nucleophiles other than water, such as alcohols. In such a case, the nucleophile will generally attack at the more substituted position. Using this information, predict the products for each of the following reactions (a-b): ? 1) RCO-H 2) [H₂SOJ Modify the given structure to draw the major product(s). Use the single bond tool to interconvert between double and single bonds. If a racemic mixture of enantiomers is expected, draw both enantiomers. Note: you can select a structure and use Copy and Paste to save drawing time. CH₂ Edit Drawing A
Compound D, shown below, reacts with hydrogen bromide by electrophilic addition. A mixture of two organic compounds, E and F, is formed. CH3 CH₂CH₂ CH3 H compound D HBr Mixture of organic compounds E and F (i) Name the the two organic compounds E and F and show their condensed formula. (ii) Briefly explain the mechanism of the reaction between compound D and hydrogen bromide to form either compound E or compound F. (You can list/state the main steps) (iii) Which compound, E or F is the major product?

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