Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 6.2, Problem 2P
a. How many σ bond orbitals are avilable for overlap with the vacant p orbital in the methyl cation?
b. Which is more stable: a methyl cation or an ethyl cation? Why?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
4. What is the configuration of all double bonds in the following molecule?
Forma
1 2 3 4 5
retinol
A. 1: Z; 2: Z; 3: Z; 4: Z; 5: Z
B. 1: E; 2: Z; 3: Z; 4: Z; 5: Z
C. 1: Z; 2: E; 3: E; 4: E; 5: E
D. 1: E; 2: E; 3: E; 4: E; 5: E
OH
Consider the T-system of the radical (a molecule with one
unpaired electron) shown below.
Note: the dot in this drawing represents an unpaired electron
What is the best description of the following n molecular
orbital (hint: consider the resonance structures of the radical)?
ㅇ
Note: each dot in this drawing represents a carbon nucleus
bonding and filled with two electrons
bonding and empty
non-bonding and contains one electron
antibonding and empty
antibonding and filled with two electrons
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…
Chapter 6 Solutions
Organic Chemistry (8th Edition)
Ch. 6.1 - Draw the mechanism for the reaction of cyclohexene...Ch. 6.2 - a. How many bond orbitals are avilable for...Ch. 6.2 - Prob. 3PCh. 6.2 - Prob. 4PCh. 6.3 - Prob. 5PCh. 6.4 - Prob. 6PCh. 6.4 - Prob. 7PCh. 6.4 - What alkene should be used to synthesize each of...Ch. 6.5 - The pKa of a protonated alcohol is about 2.5, and...Ch. 6.5 - Prob. 10P
Ch. 6.5 - Prob. 11PCh. 6.6 - a. What is the major product or each or the...Ch. 6.6 - Prob. 14PCh. 6.6 - Prob. 15PCh. 6.7 - What is the major product obtained from the...Ch. 6.8 - Which is more highly regionselective: reaction of...Ch. 6.8 - Prob. 19PCh. 6.9 - What will be the product of the preceding reaction...Ch. 6.9 - Prob. 21PCh. 6.9 - Prob. 22PCh. 6.9 - Prob. 23PCh. 6.9 - What is the product of the addition of 1Cl to...Ch. 6.9 - What will be the major product obtained from the...Ch. 6.9 - Propose a mechanism for the following reaction:Ch. 6.10 - Draw structures for the following: a. 24...Ch. 6.10 - What alkene would you treat with a peroxyacid in...Ch. 6.11 - What products are formed when the following...Ch. 6.11 - Prob. 31PCh. 6.11 - Prob. 32PCh. 6.11 - The following product was obtained from the...Ch. 6.12 - What characteristics must the reactant of a...Ch. 6.13 - Prob. 36PCh. 6.13 - What stereoisomers are obtained from each of the...Ch. 6.13 - Prob. 41PCh. 6.13 - Prob. 42PCh. 6.13 - Prob. 43PCh. 6.13 - Prob. 45PCh. 6.13 - Prob. 46PCh. 6.13 - Prob. 47PCh. 6.13 - Prob. 48PCh. 6.13 - Prob. 49PCh. 6.13 - Prob. 50PCh. 6.14 - Prob. 51PCh. 6.16 - Prob. 53PCh. 6.16 - Explain why 3-methykyclohexene should not be used...Ch. 6 - Prob. 55PCh. 6 - Prob. 56PCh. 6 - Prob. 57PCh. 6 - What is the major product of the reaction of...Ch. 6 - Give two names for each of the following:Ch. 6 - Prob. 60PCh. 6 - What are the products of the following reactions?...Ch. 6 - When 3-methyl-1-butene reacts with HBr, two alkyl...Ch. 6 - Draw curved arrows to show the flow of electrons...Ch. 6 - What reagents are needed to carry out the...Ch. 6 - Prob. 65PCh. 6 - Prob. 66PCh. 6 - Prob. 67PCh. 6 - What is more stable? a. CH3C+HCH3orCH3C+HCH2ClCh. 6 - Prob. 69PCh. 6 - a. Draw the product or products that will be...Ch. 6 - Prob. 71PCh. 6 - The second-order rate constant (in units of M1s1)...Ch. 6 - Which compound has the greater dipole moment?Ch. 6 - Prob. 74PCh. 6 - Prob. 75PCh. 6 - Prob. 76PCh. 6 - Prob. 77PCh. 6 - Prob. 78PCh. 6 - Prob. 79PCh. 6 - Prob. 80PCh. 6 - Prob. 81PCh. 6 - Prob. 82PCh. 6 - Prob. 83PCh. 6 - Prob. 84PCh. 6 - Prob. 85PCh. 6 - Prob. 86PCh. 6 - Draw the products of the following reactions. If...Ch. 6 - Prob. 88PCh. 6 - Prob. 89PCh. 6 - Prob. 90PCh. 6 - Two chemists at Dupont found that lCH2Znl is...Ch. 6 - Prob. 92PCh. 6 - Prob. 93PCh. 6 - What alkene gives the product shown after...Ch. 6 - Prob. 95PCh. 6 - Prob. 96PCh. 6 - Prob. 97PCh. 6 - Prob. 98PCh. 6 - Prob. 99PCh. 6 - Prob. 100PCh. 6 - Propose a mechanism for the following reaction:Ch. 6 - Prob. 102PCh. 6 - Prob. 103P
Knowledge Booster
Learn more about
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
- Use VSEPR to assign a value of (close to) 109.5, 180 or 120 to each marked bond angle.arrow_forwardConsider any one of the four identical hybrid orbitals in the 109.5° set. a. What fraction of the clay in this hybrid orbital was originally red (carne from the 2s orbital)? b. What fraction of the clay in this hybrid orbital was originally green (carne from a 2porbital)? c. Explain the name “ s(1/4)p(3/4) hybrid orbital” for each of the four orbitals. d. In fact, each of the four hybrid orbitals in the 109.5° set is called an sp3 -hybrid orbital.Explain the name “ sp3 -hybrid orbital.”arrow_forwardThree of the four molecular orbitals for cyclobutadiene are pictured here. Place them in order of increasing energy. (See Figures 9.13, 9.15, 9.16, and 9.18 and the relation of orbital energy and nodes.)arrow_forward
- . The pyridine molecule (C3H;N) is obtained by replacing one C-H group in benzene with a nitrogen atom. Because nitrogen is more electronegative than the C-H group, orbitals with electron density on nitrogen are lower in energy. How do you expect the MOs and energy levels of pyridine to differ from those of benzene?arrow_forwardHow many s bond orbitals are available for overlap with the vacant p orbital in1. the isobutyl cation? 2. the n-butyl cation? 3. the sec-butyl cation?arrow_forwardHomolytic bond breaking happens when there is an equal separation of electron in the presence of UV. true or false?arrow_forward
- Drag and drop the appropriate labels to identify the orbital overlaps in the CH2B12 molecule. H H o: C(sp) - H(1s) o: C(sp?) - H(1s) o: C(sp") - H(1s) 0: C(sp) - Br(4p) 0: C(sp) - Br(2p) 0: C(sp?) - Br(4p)arrow_forwardOut of p-orbital and sp-hybrid orbital which has greater directional character and Why?arrow_forwardBased on the compound, deca-1,3,5,7,9-pentaene: A.Give the total number of π molecular orbitals (MOs) present. B.Give the total number of bonding MOs present. C.Give the total number of antibonding MOs present. D.Give the number of node(s) present in ψ1. E.Give the number of node(s) present in ψ10*. Please answer very soon will give rating surely All questions complete Answers neededarrow_forward
- In the molecule below, which orbitals make up the sigma bond between H and C₁? Which orbitals make up the pi bond between C₁ and C2? H H C₁=C₂=0 O 1s on H & sp2 on C₁, 2p on C₁ & 2p on C₂ O 1s on H & sp2 on C₁, sp2 on C₁ & sp on C2 O 1s on H & sp on C₁, 2p on C₁ & 2p on C2 O 1s on H & sp3 on C₁, sp2 on C₁ & sp3 on C2 O 1s on H & 2p on C₁, sp2 on C₁ & sp2 on C2arrow_forwardThe picture below represents a molecular orbital from 1, 3 – butadiene. How many nodes does this orbital have? Is this a bonding or anti-bonding molecular orbital?arrow_forwardSolve for the delocalization and overall electronic energy for C4H4 (considering a single p orbital on each carbon) ? How does this compare to benzene?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
INTRODUCTION TO MOLECULAR QUANTUM MECHANICS -Valence bond theory - 1; Author: AGK Chemistry;https://www.youtube.com/watch?v=U8kPBPqDIwM;License: Standard YouTube License, CC-BY