Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 4.SE, Problem 46AP
There are four cis-trans isomers of menthol (Problem 4-45), including the one shown. Draw the other three.
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Identify the type of organic compound (alkane,
alkene, alkyne, alicyclic, aromatic, alcohol, ether, aldehyde, ketone, carboxylic acid, ester, amine, amide)
Identify the functional groups in the following molecules.
(Use names from the table below. List each class of functional group only once. If there are fewer than 3 functional groups, leave an appropriate number of answer boxes
empty.)
a)
b)
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epibatadine, analgesic from skin of
neotropical frog, 200x potency of morphine
OH
Name Structure
Alkene
Alkyne
Structures of Some Common Functional Groups
Arene
Halide.
Alcohol
-C=C1
X*
(X=F, Cl, Br, 1)
Nitro
Thiol
Name
Aldehyde
Ketone
Carboxylic Acid
Structure
XSH
i
**
OH
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Chapter 4 Solutions
Organic Chemistry
Ch. 4.1 - Give IUPAC names for the following cycloalkanes:Ch. 4.1 - Draw structures corresponding to the following...Ch. 4.1 - Name the following cycloalkane:Ch. 4.2 - Prob. 4PCh. 4.2 - Draw the structures of the following molecules:...Ch. 4.2 - Prostaglandin F2α, a hormone that causes uterine...Ch. 4.2 - Name the following substances, including the cis-...Ch. 4.3 - Each H↔H eclipsing interaction in ethane costs...Ch. 4.3 - cis-1, 2-Dimethylcyclopropane has more strain than...Ch. 4.4 - Prob. 10P
Ch. 4.4 - Two conformations of cis-l, 3-dimethylcyclobutane...Ch. 4.6 - Draw two different chair conformations of...Ch. 4.6 - Draw two differant chair conformations of trans-1,...Ch. 4.6 - Prob. 14PCh. 4.7 - What is the energy difference between the axial...Ch. 4.7 - Prob. 16PCh. 4.7 - Look at Figure 4-12 on page 105, and estimate the...Ch. 4.8 - Draw the more stable chair conformation of the...Ch. 4.8 - Identify each substituent in the following...Ch. 4.9 - Which isomer is more stable, cis-decalin or...Ch. 4.9 - Look at the following structure of the female...Ch. 4.SE - Prob. 22VCCh. 4.SE - Name the following compound, identify each...Ch. 4.SE - A trisubstituted cyclohexane with three...Ch. 4.SE - The following cyclohexane derivative has three...Ch. 4.SE - Prob. 26VCCh. 4.SE - Draw the five cycloalkanes with the formula C5H10.Ch. 4.SE - Draw two constitutional isomers of cis-1,...Ch. 4.SE - Prob. 29APCh. 4.SE - Tell whether the following pairs of compounds are...Ch. 4.SE - Prob. 31APCh. 4.SE - Prob. 32APCh. 4.SE - Draw 1, 3, 5-trimethylcyclohexane using a hexagon...Ch. 4.SE - Hydrocortisone, a naturally occurring hormone...Ch. 4.SE - A 1, 2-cis disubstituted cyclohexane, such as...Ch. 4.SE - A 1, 2-trans disubstituted cyclohexane must have...Ch. 4.SE - Prob. 37APCh. 4.SE - Which is more stable, a 1, 4-trans disubstituted...Ch. 4.SE - cis-1, 2-Dimethylcyclobutane is less stable than...Ch. 4.SE - From the data in Figure 4-12 and Table 4-1,...Ch. 4.SE - Prob. 41APCh. 4.SE - Draw the two chair conformations of...Ch. 4.SE - Draw the two chair conformations of...Ch. 4.SE - Galactose, a sugar related to glucose, contains a...Ch. 4.SE - There are four cis-trans isomers of menthol...Ch. 4.SE - There are four cis-trans isomers of menthol...Ch. 4.SE - The diaxial conformation of cis-1,...Ch. 4.SE - Approximately how much steric strain does the...Ch. 4.SE - In light of your answer to Problem 4-43, draw the...Ch. 4.SE - Prob. 50APCh. 4.SE - Prob. 51APCh. 4.SE - Using molecular models as well as structural...Ch. 4.SE - trans-Decalin is more stable than its cis isomer,...Ch. 4.SE - As mentioned in Problem 3-53, the statin drugs,...Ch. 4.SE - myo-Inositol, one of the isomers of...Ch. 4.SE - How many cis–trans stereoisomers of myo-inositol...Ch. 4.SE - The German chemist J. Bredt proposed in 1935 that...Ch. 4.SE - Tell whether each of the following substituents on...Ch. 4.SE - Prob. 59APCh. 4.SE - Prob. 60APCh. 4.SE - Ketones react with alcohols to yield products...Ch. 4.SE - Alcohols undergo an oxidation reaction to yield...
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- Write the IUPAC name of the given compoundsarrow_forwardPlease identify if what type of organic compounds are shown (aldehydes, ketones, carboxylic acids, esters, carbohydrates, etc). Items 2-4 (ignore the one at the top left)arrow_forward10-20 Why are the following molecular formulas impossible? (a) CH5 C2H7arrow_forward
- The following molecular models are representations of (a) adenine and (b) cytosine, constituents of DNA (deoxyribonucleic acid). Indicate the positions of multiple bonds and lone pairs for both, and draw skeletal structures (gray = C, red = O, blue = N, ivory = H).arrow_forward10-32 Draw a structural formula for the one tertiary (3°)alcohol with the molecular formula C4Hi0O.arrow_forwardThere are four cis-trans isomers of menthol (Problem 4-45), including the one shown. Draw the other three.arrow_forward
- 10-21 Explain how to use the valence-shell electron-pair repulsion (VSEPR) model to predict bond angles and geometry about atoms of carbon, oxygen, and nitrogen.arrow_forwardHow were you able to determine the skeletal structure of questions 2-4? Why isn't there a skeletal structure for question 1? Thank youarrow_forwardThe correct complete IUPAC name for the compound represented by the line-angle formula above (including numbers and proper punctuation when required), is [blank].arrow_forward
- For the molecule whose condensed structural formula is given below, decide if cis-trans isomers are possible. If they are, enter the name of the cis isomer in the first box and the name of the trans isomer in the second box. If cis-trans isomers are not possible, enter the name of the compound in the first box and leave the second box blank. Do not attempt to put cis or trans in italics. (CH3),C=CCl, name of cis isomer or molecule: name of trans isomer or none:arrow_forwardH H For the molecule below, what is the molecular formula and is it a structural, condensed or line formula? H エー H-C- H C -C-C-O-H |H CH3 Harrow_forwardAnswer all of the question above and dont left even one question behind.arrow_forward
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