Concept explainers
(a)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
(b)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
(c)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures.
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Chapter 18 Solutions
ORGANIC CHEMISTRY
- Rank the species in each group in order of increasing nucleophilicity. a. CH,, "OH, "NH2 b. H20, OH, "SH in CH3OH c. CH,CH2S", CH;CH2O¯, CH;COO" in CH3OH d. CH3NH2, CH3SH, CH;OH in acetone e. "OH, F", CI" in acetone f. HS, F", CI in CH3OHarrow_forwardF. When 3-bromo-2,4-dimethylpentane is treated with sodium hydroxide, only one alkene is formed. A. B. How many different alkenes will be produced when the following substrate is treated with a strong base? 2-Chloro-2-methylpentane Number of different alkenes: How many different alkenes will be produced when the following substrate is treated with a strong base? 3-Chloro-3-methylhexane Number of different alkenes: Draw the product. Draw Your Solution C. How many different alkenes will be produced when the following substrate is treated with a strong base? 2-Chloropentane Number of different alkenes: eTextbook and Media Explain why this reaction has only one regiochemical outcome. O There are only two beta protons. Abstraction of either proton lead to the same product. O There are four beta protons. Abstraction of any proton leads to the same product. There are two beta protons, but only one is anti to the leaving group. There is only one beta proton so abstraction leads to one product.…arrow_forwardAa.101.arrow_forward
- 1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂Oarrow_forwardThese reagents can produce ketones with alkynes A. BH3, THF, H2O2 B. KMnO4 C. O3 D. H2SO4, H2O, HgSO4arrow_forwardDraw the structure of the product of this reaction. H. J.CH3 КОН E2 elimination product H. Br • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If there are alternative structures, draw the most stable one. • If no reaction occurs, draw the organic starting material. C P opy aste Proviarrow_forward
- b. d. a. a 6. Draw the organic product formed for each reaction. COOH COOH A [1] LDA [2] CH3CH₂l [1] Br₂. CH3CO₂H [2] Li₂CO3. LiBr. DMF 12 (excess) TOH CN NaH Br₂ (excess) TOH + CHI3arrow_forwardClassify each transformation as substitution, elimination, or addition.arrow_forwardWhich reaction can be used to carry out the following transformation? A. B. 1. AICI 3 AIC13 2. HCI, Zn(Hg) C. Either is okay D. Neither will workarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning