Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 1, Problem 1.46P
Interpretation Introduction
(a)
Interpretation: All the lone pairs present in creatine are to be shown.
Concept introduction: Creatine is a dietary supplement. Generally athletes use Creatine to boost their performance and to increase strength. Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
Interpretation Introduction
(b)
Interpretation: Two additional resonance structures of creatine that depicts all lone pairs and formal charges are to be drawn.
Concept introduction: Creatine is a dietary supplement. In order to boost their performance, athletes used it to increases strength. Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
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Creatine is a dietary supplement used by some athletes to boost theirathletic performance.
(a) Draw in all lone pairs in creatine.
(b) Draw two additional resonance structures showing all lone pairs and formal charges.
(a) Draw all resonance contributors of the following ion. In drawing each additional resonance
structure, use curved arrows to indicate which pairs of electrons are being shifted. (b) Draw the
resonance hybrid. (c) Which c–C bond is the longest?
The curved arrow notation introduced in Section 1.6B is a powerfulmethod used by organic chemists to show the movement of electronsnot only in resonance structures, but also in chemical reactions.Because each curved arrow shows the movement of two electrons,following the curved arrows illustrates what bonds are broken andformed in a reaction. Consider the following three-step process. (a) Addcurved arrows in Step [1] to show the movement of electrons. (b) Use thecurved arrows drawn in Step [2] to identify the structure of X. X isconverted in Step [3] to phenol and HCl.
Chapter 1 Solutions
Organic Chemistry
Ch. 1 - While the most common isotope of nitrogen has a...Ch. 1 - Label each bond in the following compounds as...Ch. 1 - How many covalent bonds are predicted for each...Ch. 1 - Draw a valid Lewis structure for each species. a....Ch. 1 - Draw an acceptable Lewis structure for each...Ch. 1 - Prob. 1.6PCh. 1 - Draw a Lewis structure for each ion. a. CH3Ob....Ch. 1 - Draw Lewis structures for each molecular formula....Ch. 1 - Prob. 1.9PCh. 1 - Prob. 1.10P
Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Draw a second resonance structure for each...Ch. 1 - Prob. 1.14PCh. 1 - Draw a second resonance structure for nitrous...Ch. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Prob. 1.19PCh. 1 - Prob. 1.20PCh. 1 - Simplify each condensed structure by using...Ch. 1 - Prob. 1.22PCh. 1 - Prob. 1.23PCh. 1 - Convert each skeletal structure to a complete...Ch. 1 - Draw in all hydrogens and lone pairs on the...Ch. 1 - Prob. 1.26PCh. 1 - What orbitals are used to form each of the CC, and...Ch. 1 - What orbitals are used to form each bond in the...Ch. 1 - Determine the hybridization around the highlighted...Ch. 1 - Classify each bond in the following molecules as ...Ch. 1 - Prob. 1.31PCh. 1 - Rank the following atoms in order of increasing...Ch. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Provide the following information about...Ch. 1 - Use the ball-and-stick model to answer each...Ch. 1 - Citric acid is responsible for the tartness of...Ch. 1 - Zingerone gives ginger its pungent taste. a.What...Ch. 1 - Two radioactive isotopes of iodine used for the...Ch. 1 - Prob. 1.40PCh. 1 - Assign formal charges to each carbon atom in the...Ch. 1 - Assign formal charges to each N and O atom in the...Ch. 1 - Draw one valid Lewis structure for each compound....Ch. 1 - Prob. 1.44PCh. 1 - Prob. 1.45PCh. 1 - Prob. 1.46PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Draw all reasonable resonance structures for each...Ch. 1 - Prob. 1.56PCh. 1 - Rank the resonance structures in each group in...Ch. 1 - 1.56 Consider the compounds and ions with curved...Ch. 1 - 1.57 Predict all bond angles in each...Ch. 1 - Predict the geometry around each indicated atom....Ch. 1 - Prob. 1.61PCh. 1 - Prob. 1.62PCh. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - Prob. 1.64PCh. 1 - Prob. 1.65PCh. 1 - Prob. 1.66PCh. 1 - Prob. 1.67PCh. 1 - Each of the following condensed or skeletal...Ch. 1 - Prob. 1.69PCh. 1 - Prob. 1.70PCh. 1 - Prob. 1.71PCh. 1 - Prob. 1.72PCh. 1 - Prob. 1.73PCh. 1 - Prob. 1.74PCh. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Label the polar bonds in each molecule. Indicate...Ch. 1 - Answer the following questions about acetonitrile...Ch. 1 - Prob. 1.79PCh. 1 - The principles of this chapter can be applied to...Ch. 1 -
a. What is the hybridization of each N atom in...Ch. 1 - 1.77 Stalevo is the trade name for a medication...Ch. 1 - 1.78 and are two highly reactive carbon...Ch. 1 - 1.79 The N atom in (acetamide) is hybridized,...Ch. 1 - Prob. 1.85PCh. 1 - Prob. 1.86PCh. 1 - Prob. 1.87PCh. 1 - Prob. 1.88PCh. 1 - Prob. 1.89PCh. 1 - Prob. 1.90P
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- Compute the formal charge (FC) on each atom in the following structures.(a) Methane (CH4)arrow_forwardCompute the formal charge (FC) on each atom in the following structures. (b) The hydronium ion, H3O+arrow_forwardCreatine is a dietary supplement used by some athletes to boost their athletic performance. (a) Draw in all lone pairs in creatine. (b) Draw two additional resonance structures showing all lone pairs and formal charges. NH2 HạN creatinearrow_forward
- The curved arrow notation introduced in Section 1.6B is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions.Because 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 three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.arrow_forward16. Which of the following structures is the CORRECT resonance structure of the following. molecule: (A) (B) (C) (D) CH3- CH₂ CH3 -H CH₂CH3 CH₂CH-CH₂ CH3 CH3arrow_forwardDraw all reasonable resonance structures. b) c) H₂N- OHarrow_forward
- 11) Which resonance structure is of a compound different than the others? dora a) و کا b) d) CH₂ NHarrow_forwardLinoleic acid is an essential fatty acid found in many veg-etable oils, such as soy, peanut, and cottonseed. A key structural feature of the molecule is the c is orientation around its two dou-ble bonds, where R1and R2 represent two different groups thatform the rest of the molecule. (a) How many different compounds are possible, changing onlythe cis-trans arrangements around these two double bonds?(b) How many are possible for a similar compound with three double bonds?arrow_forwardThe curved arrow notation introduced in Section 1.6 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 three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.arrow_forward
- 2. On the first drawing on the left for each structure below, draw the electron pushing arrows needed to produce the resonance structure on the right. The structures are bond-line; you need to draw the implied lone pair electrons that participate in resonance. (b) (a) Ⓒarrow_forwarda) POC1; # valence electrons: Each atom w/ Octet: minimized Formal Charge: b) SO3 # valence electrons: Each atom w/ Octet: minimized Formal Charge: c) BrOzl- # valence electrons: Each atom w/ Octet: minimized Formal Charge:arrow_forwardDraw all of the resonance structures for each of the following species. Be sure to include the curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next. Draw the resonance hybrid of each species. (a) ОН (b) (c) H3Carrow_forward
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