ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 1, Problem 1.85P
Interpretation Introduction
(a)
Interpretation: The curved arrows that show the movement of electrons in step [1] are to be added.
Concept introduction: In the representation of a
Interpretation Introduction
(b)
Interpretation: The curved arrows that helps in the identification of structure X in the given reaction are to be drawn and the conversion of structure X into phenol and HCl is to be shown in step [3].
Concept introduction: In the representation of a chemical reaction, the movement of electrons is shown by the curved arrows. This method shows the movement of electrons of electrons in resonance structures as well.
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Consider lisinopril, a drug used primarily in the treatment of high blood pressure, heart failure, and after heart attacks.
(a) Complete the Lewis structure of lisinopril, showing all valence electrons.
(b) Use the valence-shell electron-pair repulsion (VSEPR) model (Section 3.10) to predict all bond angles in lisinopril.
(c) Which is the most polar bond in lisinopril?
(d) Is lisinopril polar or nonpolar?
(e) Is lisinopril expected to possess resonance (Section 3.9)? Explain why or why not.
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(g) What is the molecular formula of lisinopril?
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For the polyatomic ion, carbonate, CO32":
(A) Draw the Lewis structure of carbonate.
(B) How many total valence electrons are there in the polyatomic ion?
(C) What is the steric number?
(D) Does carbonate have any resonance structures (yes or no)?
(E) If carbonate has any resonance structures, draw them on your work sheet.
(F) On your work, draw carbonate using perspective drawing (include any lone-pair electrons on the central atom that
affect the shape of the molecule; do not include electrons on the surrounding atoms or draw multiple bonds if present).
(G) What is the electron geometry?
(H) What is the molecule shape?
(1) Is carbonate polar or nonpolar?
answer true or flase. don't need an explanation or solution
(a) A covalent bond is formed between two atoms whose difference in electronegativity is less than 1.9.
(b) If the difference in electronegativity between two atoms is zero (they have identical electronegativ- ities), then the two atoms will not form a covalent bond.
(c) A covalent bond formed by sharing two electrons is called a double bond.
(d) In the hydrogen molecule (H2), the shared pair of electrons completes the valence shell of each hydrogen.
(e) In the molecule CH4 , each hydrogen has an electron configuration like that of helium and carbon has an electron configuration like that of neon.
(f) In a polar covalent bond, the more electronegative atom has a partial negative charge (2) and the less electronegative atom has a partial positive charge (1).
(g) These bonds are arranged in order of increasing polarity CiH , NiH , OiH.
(h) These bonds are arranged in order of increasing polarity HiF , HiCl , HiBr. (
i) A…
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 - Prob. 1.8PCh. 1 - Draw Lewis structures for each molecular formula....Ch. 1 - Classify each pair of compounds as isomers or...
Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Draw a second resonance structure for each species...Ch. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Using the principles of VSEPR theory, you can...Ch. 1 - Convert each condensed formula to a Lewis...Ch. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Convert each skeletal structure to a complete...Ch. 1 - What is the molecular formula of quinine, the...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 - The unmistakable odor of a freshly cut cucumber is...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 - Assign formal charges to each carbon atom in the...Ch. 1 - Assign formal charges to each and atom in the...Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Consider compounds A-D, which contain both a...Ch. 1 - Prob. 1.54PCh. 1 - Prob. 1.55PCh. 1 - 1.56 Consider the compounds and ions with curved...Ch. 1 - 1.57 Predict all bond angles in each...Ch. 1 - 1.58 Predict the geometry around each highlighted...Ch. 1 - Prob. 1.59PCh. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - 1.61 Convert each molecule into a skeletal...Ch. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Predict the hybridization and geometry around each...Ch. 1 - Prob. 1.65PCh. 1 - Ketene, , is an unusual organic molecule that has...Ch. 1 - Rank the following bonds in order of increasing...Ch. 1 - Prob. 1.68PCh. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Prob. 1.71PCh. 1 - Anacin is an over-the-counter pain reliever that...Ch. 1 - Answer the following questions about acetonitrile...Ch. 1 - Prob. 1.74PCh. 1 - 1.75 The principles of this chapter can be...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. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.83PCh. 1 - Prob. 1.84PCh. 1 - Prob. 1.85P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 1.- Answer the following questions: (a) What is electronegativity? (b) How is electronegativity measured numerically? Name the scale used and the range of values in the scale. (c) Explain how electronegativity differences between atoms result in nonpolar covalent bonds and polar covalent bonds. Make sure you explain the difference between nonpolar covalent and polar covalent bonds as it relates to the electronegativity of the participating atoms.arrow_forwardUsing just a periodic table (not a table of electronegativities), decide which of these is likely to be the most polar bond. Explain your answer! (a) C-F (b) S-F (c) Si-F (d) O-Farrow_forwardConsider compounds A–D, which contain both a heteroatom and a double bond. (a) For which compounds are no additional Lewis structures possible? (b) When two or more Lewis structures can be drawn, draw all additional resonance structures.arrow_forward
- (a) Complete the Lewis structure for vinyl chloride by showing all unshared pairs of electrons. (b) Predict the H-C-H, H-C-C, and Cl-C-H bond angles in this molecule. (c) Does vinyl chloride have polar bonds? Is it a polar molecule? Does it have a dipole?arrow_forwardFor the polyatomic ion, carbonate, CO32": (D) Does carbonate have any resonance structures (yes or no)? (E) If carbonate has any resonance structures, draw them on your work sheet. (F) On your work, draw carbonate using perspective drawing (include any lone-pair electrons on the central atom that affect the shape of the molecule; do not include electrons on the surrounding atoms or draw multiple bonds if present). (G) What is the electron geometry? (H) What is the molecule shape? (1) Is carbonate polar or nonpolar?arrow_forward6. a) Using bond dipole arrows, indicate the bond polarity of the bonds in red in the following molecule. b) Using partial charge notation, indicate where the partial charges reside on the atoms in blue. H O=Parrow_forward
- Consider the theoretical molecule KrCl3‾. (a) Draw a valid Lewis structure for KrCl3‾. Show all lone pairs and use lines for bonds. Label all non-zeroformal charges on individual atoms and show the overall charge, if it exists, using square brackets.(b) What would you expect to be the molecular geometry for this ion? Fully explain your thought process,including all details about how successive lone pairs should be positioned within this electron geometry.(c) Draw this ion in 3-D, using hashed and wedged bonds as appropriate. Do not worry about labeling the overall or formal charge.arrow_forwardWhat is the structural diagram of CH2ClF without lone pairs? Also what is its Electronegativity bond after you subtract the smaller from the greater value along with its bond type, total lone pairs of electrons and total bonding pairs of electrons? Lastly, is it polar or non polar (polar molecularity) ?arrow_forwardAnswer each of the following questions for ClF3. (a) total valence electron count. (b) the Lewis structure. (c) the arrangement (or shape) of the electron grouping (includes lone pairs). (d) ideal bond angle. (e) actual molecular geometry (may be the same or different than answer (c). (f) actual bond angles (may use > or< symbols where appropriate).arrow_forward
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