Concept explainers
(a)
Interpretation:Benzene, pyridine and pyrimidine should be represented as hybrids of two contributing structures using curved arrows.
Concept Introduction: The representation of a compound by more than one Lewis structure and the actual structure is said to be the hybrid of all these structures, then the compound is said to possess resonance. The actual structure of the compound is the resonance hybrid.
(b)
Interpretation: Benzene, pyridine and pyrimidine should be shown to has an aromatic sextet.
Concept Introduction: The compounds that contain alternate single and double bonds in the chemical structure and are planar that is all the
(c)
Interpretation:The bond angles and shape of pyridine and pyrimidine should be determined.
Concept Introduction: The compounds that contain alternate single and double bonds in the chemical structure and are planar that is all the
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Introduction To General, Organic, And Biochemistry
- Which of the following molecules could be considered aromatic? Assume all of the compounds are planar. ^ N H₂ Cyclopentadiene is especially acidic for a hydrocarbon. Use a diagram to explain why.arrow_forwardThe heat of combustion of decahydronaphthalene (C10H18) is -6286 kJ/mol. The heat of combustion of naphthalene 1C10H82 is -5157 kJ/mol. (In both cases CO2(g) and H2O(l) are the products). Calculate the heat of hydrogenation and the resonance energy of naphthalene.arrow_forwardConsider the following proposed structures for benzene, each of which is consistent with the molecular formula C6H6. (iv) CH3CCCCCH3 (v) CH2=CHCCH=CH2 When benzene reacts with chlorine to give C6H5Cl, only one isomer of that compound forms. Which of the five proposed structures for benzene are consistent with this observation? When C6H5Cl reacts further with chlorine to give C6H4Cl2, exactly three isomers of the latter compound form. Which of the five proposed structures for benzene are consistent with this observation?arrow_forward
- How many resonant structures can be written for each of the following aromatic hydrocarbons? (a) Anthracene, (b) Phenanthrene, (c) Naphthacenearrow_forwardWhen cyclopropane is treated with HI, 1-iodopropane is formed. A similar type of reaction does not occur with cyclopentane or cyclohexane. Suggest an explanation for cyclopropane’s reactivity.arrow_forwardCyclic hydrocarbons with alternating double and single bonds throughout are called annulenes. A bracketed number is used to indicate the number of carbons in the ring. Which of the following annulenes are aromatic?arrow_forward
- Give the general structures, example, (with structures) and functional group of these type of compounds: Alkyl Halide, Alcohol, Ether, Amine, Aldehyde, Ketone, Carboxylic Acids, Ester, and Amide.arrow_forwardName the functional class in each molecule (alkene, alkyne, arene, alcohol, amine, enol, enamine, aldehyde, ketone, ylene, hemiacetal, acetal, alkane, cyanohydrin, nitrile, carboxylic acid, ester, amide, anhydride, acid chloride, alkyl halide, hydrate, gem-diol, etc.) OH OCH3 OH NHCH3 NH CN HO. HO. OCH3 EPPH3 OCH3arrow_forwardDraw the structures of the following compounds. (a) trans-1-chloro-2-methylcyclohexanearrow_forward
- Choose the best statement that describes the difference between aromatics and other alkenes? O Aromatics are cyclic alkenes. Aromatics have three double bonds. Aromatics have a six-carbon ring with three alternating double and single bonds, and they do not undergo the same reactions as other alkenes. Aromatics can only undergo hydrogenation reactions but no other reactions of alkenes. O none of thesearrow_forwardCyclopropenones are described as having aromatic character. How would you account for this, given that the ring contains three π-electrons?arrow_forwardDetermine if the following compounds are aromatic, non-aromatic, or anti-aromatic. Show a structure that helps to support your classification. This structure should not just redraw the compound; show lone pairs, resonance, and/or contributing π bonds as part of your explanation.arrow_forward
- Principles of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher:Cengage Learning