1. The structure of 3.4-pentadien-2-one is shown below. ZAL =C=CH₂ HI a) Indicate the correct hybridization of each of the numbered carbon atoms by circling the correct sp' denotation in the table below. Indicate the (idealized) bond angle for each of the three angles (0) specified [ Hybridization of C1 Hybridization of C2 Hybridization of C3 Hybridization of C4 Hybridization of C5 Ideal Bond Angle SP sp sp P sp 01 109.5 b) For the molecule shown in a) bonds in the molecule by completing the table below. sp² spª² sp² sp² sp² Number of sigma (a) bonds Number of pi (r) bonds 02 120 ve, identify the total number of sigma (c) bonds and pi (n) sp³ sp sp sp sp' 3 03 180

1. The structure of 3.4-pentadien-2-one is shown below. ZAL =C=CH₂ HI a) Indicate the correct hybridization of each of the numbered carbon atoms by circling the correct sp' denotation in the table below. Indicate the (idealized) bond angle for each of the three angles (0) specified [ Hybridization of C1 Hybridization of C2 Hybridization of C3 Hybridization of C4 Hybridization of C5 Ideal Bond Angle SP sp sp P sp 01 109.5 b) For the molecule shown in a) bonds in the molecule by completing the table below. sp² spª² sp² sp² sp² Number of sigma (a) bonds Number of pi (r) bonds 02 120 ve, identify the total number of sigma (c) bonds and pi (n) sp³ sp sp sp sp' 3 03 180

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter5: Alkenes: Bonding, Nomenclature, And Properties

Section: Chapter Questions

Problem 5.11P: The structure of 1,2-propadiene (allene) is shown to the right. (a) Predict all approximate bond...

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The structure of 1,2-propadiene (allene) is shown to the right. (a) Predict all approximate bond angles in this molecule. (b) State the orbital hybridization of each carbon. (c) Explain the three-dimensional geometry of allene in terms of the orbitals used.
2. Account for the bond angle differences between (i) H-C-H (109.5°) in methane and H-S-H (90°); H-C-H (109.5°) and H-O-H (107.5°) in water The H-S-H has two lone pairs; The H-O-H has two lone pairs The H-S-H has no hybridization at p-orbitals; The H-O-H has two lone pairs The H-S-H has two lone pairs; The H-O-H has no hybridization at p-orbitals The H-S-H has no hybridization at p-orbitals; The H-O-H has no hybridization at p- orbitals
4. Octatetraene, C8H10, is an 8-membered linear carbon chain with alternating single and double bonds. As a result, each carbon is left with an unhybridized p-orbital containing one electron. This problem will take you through steps to construct and fill the molecular orbital diagram for octatetraene based on the way these different p-orbitals can come together. a) The various molecular orbitals formed from octatetraene’s 8 unhybridized p-orbitals are shown on the next page. Draw the nodal planes for each molecular orbital. Hint: A nodal plane is a line through the molecule that denotes the sites of destructive interference. An example is shown below with ethylene. b) Based on the nodal planes, arrange the energy levels corresponding to the 8 molecular orbitals on the energy level diagram (label them using the numbering provided on the left side of the molecular orbitals) on the next page, in order of lowest to highest energy. c) Populate your molecular…
4. Answer the following question(s) concerning sulfathiazole, below. Furan 4(a) What is the hybridization of the nitrogen atom in sulfathiazole? = 4(b) Assuming that the oxygen atom is sp²-hybridized, how many Tr-electrons are there in the furan ring? = 4(c) Does Furan cyclic, planar, conjugated and has six T- electrons following the Huckel's rule? Yes or No = 4(d) Does Furan is aromatic? Yes or No = :O:
Select one: True or False 1- Besides providing the largest suitable number of valance orbitals for covalent bond formation it can determine the final shape of the molecule for example Sp hybridization leads to a diagonal planner molecule, SP2 hybridization while Sp3 hybridization leads a pyramidal (tetrahydral shape) 2- About the underlying compound ( in the images ) , it it’s a calcium complex of EDTA used to treat metal toxicities like pulmbism in order to avoid hypocalcaemia.
Exhibit 1-3 Determine the hybridization for the indicated atoms in each structure below. A B. :0: || CH;—CH,—C-0H Refer to Exhibit 1-3. The hybridization of this oxygen atom (B) is
6. Consider the following molecule. OCH3 O OCH3 H3CO Part (b) Part (a) (a) What orbitals are used to form the indicated Carbon-Oxygen bond [Part (a)]? What is the geometry of the Oxygen atom? Orbitals used Geometry of Oxygen (b) What orbitals are used to form the indicated Carbon-Carbon bond [Part (b)]? Orbitals used to form the C-C bond:
4. Construct an orbital interaction diagram for O2 and predict bond order for: O2, [O2]*, [O2]", and [O2]*. Order the molecules from the shortest to longest O-O bond length. 5. Square planar molecules with formula AB2C2 and octahedral molecules with formulas AB4C2 and AB3C3 feature diastereoisomers. Recall that trigonal bipyramidal geometry features two distinct positions: axial and equatorial. Draw all diastereoisomers for trigonal bipyramidal molecules with formula (a) AB4C and (b) AB3C2. You must indicate the stereochemistry using full and dashed wedges and label all positions as either axial (ax) and equatorial (eq).
Write a bond line structural formula for the following molecules: a) H2C=C(CH3)C=CC(CH3)3 b) (CH3CH2)½CHCH2OCH3 c) CH3CH=CHCH(OH)CH3 (draw the double bond in a cis conformation)
661 10. Use the dash-wedge method to draw the 3-D structure of ammonia. a) What is the name of this type of structure? Trigonal Pyramidel b) What is the hybridization state of the N? S २० 11. Label all the nitrogens as 1º, 2º, or 3° then place the following labels on the molecules: (Aromatic or Nonaromatic) and (Amine or Amide). Aminc Aromatic 2⁰ 030 Amide nonaromatic N H-N-H Z-H More acidic hydrogens are present in pyrrole. 00 H-N-H CH3 10 Model 3: Amine Alkylation H N. CH₂CH3 CH₂2CH3 H-N-CH3 Br-CH3 BJ CH3 Br-CH3 Br-CH3 nonaromatic fast RXN 1A faster RXN 2A fastest Amine Nonoromatic RXN 3A NH₂ 12. Which of the following aromatic compounds (pyridine or pyrrole) is more basic? Explain. (Hint-think about the hybridization of each atom) N +! H-N-H CH3 -Z-H H (+)ī H-N-CH₂ CH3 2⁰ NH₂ 30 I I-Z: Aminc nonaromatic H IZ H N H-N-H 30 Amine Aromatic H-N-H CH3 0 H +i H3C-N-CH, H-N-CH3 CH3 CH3 O NH N. RXN 1B RXN 2B 4\\\\ RXN 3B २० ភ H-N-H 1 CH3 -H NH Amine Non-aromatic bb b po IZ Amine Nonaromatic…
5. - For acetone, CH3COCH3 A) Draw the Lewis structure and describe the hybridization of for each carbon atom in acetone B) Show o and n bonds on the Lewis structure. How many o and how many a bonds present in acetone? C) Draw a complete orbital overlap diagram showing all bonds, lone pairs, and bond angles. D) Identify each individual orbital and label the diagram with the o and a bonds. Show the bond composition (which type of overlapping orbital) for all o bonds.
(e) Give the molecular geometry around the middle O in 03. (f) What is the hybridization of the middle O in 0313 14. Draw the line structure of the following compounds? a) (CH3)3CCH₂CH₂NHCH3 15. a. Draw two constitutional isomers with the formula C₂HgBrCl Isomer 1 16. For the molecule below, b) CH3CHO b. Describe ALL the intermolecular forces isomer 1 can participate in OH Isomer 2 3 (a) Circle all functional groups present. (b) Label two of the functional groups next to where you circled them