Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 4.2, Problem 6P
Prostaglandin F2α, a hormone that causes uterine contraction during childbirth, has the following structure. Are the two hydroxyl groups (-OH) on the cyclopentane ring cis or trans to each other? What about the two carbon chains attached to the ring?
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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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- The average bond energy (enthalpy) for a C=CC=C double bond is 614 kJ/molkJ/mol and that of a C−CC−C single bond is 348 kJ/molkJ/mol. Estimate the energy needed to break only the ππ bond of the double bond of 2-butene. Express your answer numerically in joules per molecule.arrow_forwardTwo or more of your answers are incorrect. Use this condensed chemical structure to complete the table below. O || CH,=CH–C-H The condensed chemical structure of acrolein Some facts about the acrolein molecule: number of carbon-carbon single (CC) bonds: number of carbon-hydrogen single (CH) bonds: number of lone pairs: X S 2 1 4arrow_forwardSelect the bonds in the 3D representation of methyl urethane below that are multiple bonds. (Hint: Consider the number of bonds attached to an atom in the image compared to the normal valence of that atom. In a valid structure, the number of bonds to an atom will equal the valence of that atom.) • Gray = C: white = H; red = 0; blue = N; dark green = Cl; brown = Br; light green = F; purple = 1; yellow = S: orange = P. • Double click to select bonds. You can zoom in and out using the mouse scroll wheel (or pinch to zoom on touch screens). ●arrow_forward
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- In C3H4 Which orbitals overlap to form the sigma bond between an outer carbon and the central carbon atom in this molecule?arrow_forwardFor a given molecular formula of a hydrocarbon, such as C6H14, draw the structural formulae of its different structural isomers. For a given structural isomer, be able to draw several diagrams that all represent the same isomer that has been transformed by (a) rotation of the whole molecule and/or (b) rotation around single covalent bondsarrow_forward||| O NAMING AND DRAWING ORGANIC MOLECULES Interpreting condensed chemical structures Use this condensed chemical structure to complete the table below. 0 NH₂ - CH — C — OH | CH3 The condensed chemical structure of alanine Some facts about the alanine molecule: number of carbon-carbon single (C - C) bonds: number of carbon-hydrogen single (C-H) bonds: number of oxygen-hydrogen single (O - H) bonds: number of nitrogen-hydrogen single (N - H) bonds: number of lone pairs: X Ś 0 ☐ 1 D 503 Jessarrow_forward
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