Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 1.SE, Problem 46AP
Why do you suppose no one has ever been able to make cyclopentyne as a stable molecule?
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Pyrethrins, such as jasmolin II (shown below), are a group of natural compounds that are synthesized
by flowers of the genus Chrysanthemum (known as pyrethrum flowers) to act as insecticides.
CH3
CH2=CH-CH.
CH-C-
-HCS
0-CH,
CH,-C
H2C-
ČH,
Which is not a functional group or structural feature in jasmolin II?
cycloalkane
carboxylic acid
ester
alkene
Estimate the heat released when ethene(CH2=CH2) reacts with HBr to giveCH3CH2Br. Bond enthalpies areC-H : 412 kJ/mol; C-C : 348 kJ/mol;C=C : 612 kJ/mol; C-Br : 276 kJ/mol;Br-Br : 193 kJ/mol; H-Br : 366 kJ/mol.
Choose the correct answer:1. 1036 kJ/mol2. 58 kJ/mol3. 424 kJ/mol4. 200 kJ/mol5. 470 kJ/mol
The following names are incorrect: State why each name is wrong and give the correct name
3-methyl-3-butene
cis-3-pentene
cis-2-methyl-2-pentene
Chapter 1 Solutions
Organic Chemistry
Ch. 1.3 - Give the ground-state electron configuration for...Ch. 1.3 - How many electrons does each of the following...Ch. 1.4 - Prob. 3PCh. 1.4 - Convert the following representation of ethane,...Ch. 1.4 - What are likely formulas for the following...Ch. 1.4 - Prob. 6PCh. 1.4 - Prob. 7PCh. 1.7 - Draw a line-bond structure for propane, CH3CH2CH3....Ch. 1.7 - Convert the following molecular model of hexane, a...Ch. 1.8 - Draw a line-bond structure for propene, CH3CH=CH2....
Ch. 1.8 - Draw a line-bond structure for 1, 3-butadiene,...Ch. 1.8 - Following is a molecular model of aspirin...Ch. 1.9 - Draw a line-bond structure for propyne, CH3C≡CH....Ch. 1.10 - Prob. 14PCh. 1.12 - Prob. 15PCh. 1.12 - Prob. 16PCh. 1.12 - The following molecular model is a representation...Ch. 1.SE - Convert each of the following molecular models...Ch. 1.SE - The following model is a representation of citric...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - How many valence electrons does each of the...Ch. 1.SE - Give the ground-state electron configuration for...Ch. 1.SE - Prob. 24APCh. 1.SE - Prob. 25APCh. 1.SE - Draw an electron-dot structure for acetonitrile,...Ch. 1.SE - Draw a line-bond structure for vinyl chloride,...Ch. 1.SE - Fill in any nonbonding valence electrons that are...Ch. 1.SE - Convert the following line-bond structures into...Ch. 1.SE - Convert the following molecular formulas into...Ch. 1.SE - Prob. 31APCh. 1.SE - Oxaloacetic acid, an important intermediate in...Ch. 1.SE - Prob. 33APCh. 1.SE - Potassium methoxide, KOCH3, contains both covalent...Ch. 1.SE - What is the hybridization of each carbon atom in...Ch. 1.SE - Prob. 36APCh. 1.SE - Prob. 37APCh. 1.SE - What bond angles do you expect for each of the...Ch. 1.SE - Propose structures for molecules that meet the...Ch. 1.SE - What kind of hybridization do you expect for each...Ch. 1.SE - Pyridoxal phosphate, a close relative of vitamin...Ch. 1.SE - Prob. 42APCh. 1.SE - Prob. 43APCh. 1.SE - Quetiapine, marketed as Seroquel, is a heavily...Ch. 1.SE - Tell the number of hydrogens bonded to each carbon...Ch. 1.SE - Why do you suppose no one has ever been able to...Ch. 1.SE - Allene, H2C=C=CH2, is somewhat unusual in that it...Ch. 1.SE - Allene (see Problem 1-47) is structurally related...Ch. 1.SE - Complete the electron-dot structure of caffeine,...Ch. 1.SE - Most stable organic species have tetravalent...Ch. 1.SE - A carbanion is a species that contains a...Ch. 1.SE - Divalent carbon species called carbenes are...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - Prob. 56APCh. 1.SE - Among the most common over-the-counter drugs you...
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- 1-butyl-2,3-dimethylcyclopentane (Use the LINE FORM)arrow_forwardDraw a structure for 1,1-dichloro-3-propoxycyclopentane. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • In cases where there is more than one answer, just draw one. opy astearrow_forward9. There are several possible forms of a trisubstituted cyclohexane with the formula C10H200. I have drawn four of them. From these, which one do you think is most commonly naturally occurring, and why? Which is least commonly occurring and why? HO HO" НО HOarrow_forward
- Identify the more stable structure.arrow_forwardClassify the following alkyl halide as primary, secondary, tertiary? and Why? CH₂Cl benzyl chloride cr chlorobenzenearrow_forwardName the following molecule. CH₂CH3 H-CH3 H3C H Br (2R, 3R)-2-bromo-3-methylpentane (2S,3S)-2-bromo-3-methylpentane O (2R,3S)-2-bromo-3-methylpentane (1R, 2S)-1-bromo-1,2-dimethylbutane (1S,2R)-1-bromo-1,2-dimethylbutanearrow_forward
- Which structural formulas represent cis isomers of 1,2-dimethylcyclohexane? H H H II IV I and II III and IV I and IV Il and IIIarrow_forward3. The heat of hydrogenation for allene, H½C = C= CH2, to yield propane is – 295 kJ/mol, and the heat of hydrogenation for a typical monosubstituted alkene such as propene is -126 kJ/mol. Is allene more stable or less stable than you might expect for a diene ? Explain.arrow_forwardWhat is the molecular formula of 5-chloro-1-ethylcyclohexene? O C8H12CI none of these O C8H13CI O C₂H₁6CI O C6H₁4 CIarrow_forward
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