Concept explainers
Interpretation:
In the given graphic, the curved arrows that convert each resonance structure of
Concept introduction:
A resonance structure exists in species which have two or more valid Lewis structures. Resonance structures differ only in the placement of their valence electrons, not their atoms. Resonance structures are imaginary; the one, true species is represented by the resonance hybrid. A resonance hybrid is a weighted average of all resonance structures. The resonance hybrid looks most like the lowest energy (most stable) resonance structure. A resonance structure is lower in energy (i.e., more stable) with a greater number of atoms having an octet, with more covalent bonds, and with fewer atoms having a nonzero formal charge.
Want to see the full answer?
Check out a sample textbook solutionChapter 6 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Follow the curved arrows and draw a Lewis structure for the resulting resonance contributor of 1,3-butadiene, adding charges and lone electron pairs to the appropriate atoms. CH2arrow_forwardIn the following Lewis structure of [(CH3)2OH]*, every atom, bond and lone pair is positioned. To complete the structure, drag the formal charge tags to the appropriate atom(s). Each marker may be used more than once, or not at all. If an atom has a formal charge of zero, do not drag a tag to it. When you drag the marker in, place the little crosshairs in the upper left corner of the marker directly over the atom(s) in question (not above them). H. H-C Н-С-О-С-Н C-H H HH 2- II 2-arrow_forwardIn the boxes below. Draw 3 resonance structures for the molecule attached in the image. Then circle the best one out of all 3.arrow_forward
- draw all the resonance structures for each of the above species. be sure to include the curved arrows that indicate which pair of electrons are shifted in going from one resonance structures to the next. draw resonance hybrid of each species.arrow_forwardThe curved arrow notation is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following reaction. Choose the correct image that shows the curved arrows to show the movement of electrons.arrow_forwardIn the following Lewis structure of [(CH3)2OH]+, every atom, bond and lone pair is positioned. To complete the structure, drag the formal charge tags to the appropriate atom(s). Each marker may be used more than once, or not at all. If an atom has a formal charge of zero, do not drag a tag to it. When you drag the marker in, place the little crosshairs in the upper left corner of the marker directly over the atom(s) in question (not above them). H H-C-O-C-H HHH - H I Η Η Η 0 0 + 2+ 2-arrow_forward
- See the Attachment & Answer the following question? Stalevo is the trade name for a medication used for Parkinson's disease,which contains L-dopa, carbidopa, and entacapone. Ques: Use curved arrows to draw a resonance structure that is a minorcontributor to the resonance hybrid ?arrow_forwardDoxorubicin, shown here, is an important chemotherapy drug used to treat avariety of cancers, including bladder cancer, breast cancer, and certain forms of leukemia. Doxorubicin works by binding to DNA in such a way that a portion of it penetrates the DNA double helix— a process called intercalation. During transcription— the process that forms RNA— portions of the DNA strands are temporarily separated for the base sequence to be read and then are reconnected. With bound doxorubicin, however, the double helix does not reform properly after the strands are separated, which disrupts replication— the process that forms an identical copy of DNA. Which portion of doxorubicin do you think intercalates into the DNA double helix, and why do you think it has little difficulty doing so?arrow_forwardDraw 3 additional resonance structures that show the delocalization of the cation. Draw 3 additional resonance structures that demonstrate which atoms have partial positive character.arrow_forward
- (2) Draw H₂NCH₂ in its second-best resonance form. Include all unshared electrons in your drawing.arrow_forwardWrite an equation for the reaction of CH3 SCH3 with BF3, a Lewis acid, and show by the use of curved arrows how the reaction occurs. • Show all hydrogen atoms that are not attached to a carbon atom. Apply formal charges where appropriate. Assign lone pairs and radical electrons where appropriate. • Use the "starting points" menu to revert to the original molecule(s) shown. • Draw the appropriate electron-flow arrows. • Omit+ signs between structures. ● ● CH3 | :S: | CH3 == starting points == ↑ TAYY : F کر ? ChemDoodleⓇarrow_forwardThree resonance structures are possible for the structure shown. One resonance form is given. Draw the remaining resonance structures, in any order, including nonbonding electrons. Omit curved arrows. H H H Harrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning