Concept explainers
Interpretation: Whether in addition of
Concept introduction: The carbon-carbon double bond in
In addition reactions of alkenes, the electrophilic and nucleophilic part of reagent may add across the double bond from opposite sides and in such case, the addition is known as anti or trans addition. The addition of reagent may occur from the same side of the double bond and in such case, the addition is known as syn or cis addition.
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Chapter 8 Solutions
Organic Chemistry: A Guided Inquiry
- Using Zaitsev's rule, choose the most stable alkene among the following. Draw out the structures of each of the options then select the correct answer. Recall that Zaitsev's Rule is about alkene stability. The trend for this is similar to the trend for carbocation stability. Either more or fewer groups on the alkene (and the carbocation) make it more stable. This question is wanting you to remember if it's more or fewer. A) 1,2-dimethylcyclohexene B) 1,6-dimethylcyclohexene C) cis-3,4-dimethylcyclohexene D) They are all of equal stability according to Zaitsev's rule. Provide the major dehydration product of the following reaction. Recall which of the four substitution and elimination reactions a dehydration is. Before you do your S# or EF mechanism, remember what heteroatoms do in the presence of an acid (aka-the-OH is a bad leaving group, but protonating it might turn it into a good one). Don't forget to apply the concept from the previous question. OH Ht Aarrow_forwarda) This alkene can be prepared via Wittig reaction. Draw structural formulas for the aldehyde and the Wittig reagent. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Draw the Wittig reagent in the ylide form. • If more than one combination of Wittig reagent and aldehyde is possible, draw only one set. b) How would you convert the alkene to a epoxide? MCPBA c) How many chiral centers are present in the epoxide? V How many stereoisomers are possible in the epoxide that you formed in b)?arrow_forwardI'm looking for an alkene with a single methyl group and an anti markovnikov Br at the last carbon and the markovnikov with Br on the bottom. The image is attached is just to illustrate positioning of the Br, and not an actual alkenearrow_forward
- 4. Carbocations can undergo rearrangements to form more stable carbocations. A fourmembered ring can expand to a five-membered ring and a five-membered ring can expand to a six-membered ring, but a six-membered ring will not expand to a seven-membered ring. Provide an explanation for why the expansion of four- and five-membered rings is favorable, but the expansion of six-membered rings is not. O ** Carrow_forward100 Addition Substitution Esterification Elimination 1. 2. C₂H4(g) 4. + H₂(g) → C₂H6 (g) C₂H5OH (1) → C₂H4(g) + H₂O(1) 3. C6H6 (1) + Br2 (1)→ C6H₂Br (1) + HBr (g) CH3COOH()+CH₂OH(1)→ CH3COOCH3 (1) + H₂O (1)arrow_forwardDraw the major organic product(s) of the following reactions including stereochemistry when it is appropriate. H,0/H,SO, / HgSO,4 CH,CH,-C=C-H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If no reaction occurs, draw the organic starting material. • Separate multiple products using the + sign from the drop-down menu.arrow_forward
- 1. OsO4 2. NaHSO3 In the box below draw the structure of the organic product(s) of this reaction. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. • If the reaction produces a racemic mixture, draw both stereoisomers. • 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. opy astearrow_forwardDraw a structural formula(s) for the major organic product(s) of the following reaction. Br + CH3CH₂O™ Na* ethanol • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. • 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.arrow_forwardDraw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. CH3 CH3 CH3COCI/ AICI3 H₂C. 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.arrow_forward
- Draw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, that shows the resonance interaction of the acetoxy with the para position in phenyl acetate. phenyl acetate ● CH3 • 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. Sn [F ?arrow_forwardDraw the organic product structure formed by the reaction sequence. Draw the product. Select Draw Rings More Erase H 1. B2H6, diglyme 2. NaOH, H2O, H2O2arrow_forwardDraw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, that shows the resonance interaction of the cyano with the ortho position in benzonitrile. CEN benzonitrile • 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.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning