ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 29.8, Problem 15P
Interpretation Introduction
(a)
Interpretation: A skeletal structure of the anabolic steroid
Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as
Interpretation Introduction
(b)
Interpretation: The addition of all wedges and dashed wedges for all stereogenic centers to steroid
Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as
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(a) Draw four compounds with molecular formula CH120, each containing at least one different functional group. (b) Predict
which compound has the highest boiling point, and explain your reasoning.
Identify which of the statements is/are correct.
(i) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O.
(j) The molecular formula of the smallest carboxylic acid is C2H4O2.
Compounds with nearly identical molar masses often havevery different physical properties. Choose the compound withthe higher value for each of the following properties, and explainyour choice.(a) Solubility in water: chloroethane or methylethylamine(b) Melting point: diethyl ether or 1-butanol(c) Boiling point: trimethylamine or propylamine
Chapter 29 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)
Ch. 29.2 - Problem 31.1
One component of jojoba oil is a wax...Ch. 29.3 - Problem 31.2
How would you expect the melting...Ch. 29.3 - Problem 31.3
Draw the products formed when...Ch. 29.3 - Problem 31.4
The main fatty acid component of the...Ch. 29.3 - Prob. 5PCh. 29.7 - Problem 31.10
Locate the isoprene units in each...Ch. 29.7 - Problem 31.11
Locate the isoprene units in...Ch. 29.7 - Problem 31.12
Write a stepwise mechanism for the...Ch. 29.7 - Prob. 14PCh. 29.8 - Prob. 15P
Ch. 29.8 - Prob. 16PCh. 29.8 - Prob. 17PCh. 29 - 31.17 Locate the isoprene units in each...Ch. 29 - Prob. 25PCh. 29 - Locate the isoprene units in each compound. a. e....Ch. 29 - 31.27 Classify each terpene and terpenoid in...Ch. 29 - Prob. 33PCh. 29 - Draw three-dimensional structures f or each...Ch. 29 - Prob. 37PCh. 29 - Prob. 38PCh. 29 - Prob. 39PCh. 29 - Prob. 40PCh. 29 - 31.38 Draw the products formed when cholesterol is...Ch. 29 - 31.39 Draw a stepwise mechanism for the following...Ch. 29 - 31.40 Draw a stepwise mechanism for the following...Ch. 29 - Prob. 44P
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- (4) Write the structure of the following compounds from their IUPAC names. (a) ethanamide (b) methylethanoate (c) propanoic acid (d) 2-butanone (5) Write the structure of the following ethers and amines from their common names (a) methyl propyl (b) trimethylamine (6) Decide whether the following alcohols are polar or nonpolar (a) CH3CH2CH2CH2CH2CH2CH2OH (b) CH3CH2OHarrow_forwardDraw structures corresponding to the following IUPAC names: (a) cis-1,2-Cyclohexanedicarboxylic acid (b) Heptanedioic acid (c) 2-Hexen-4-ynoic acidarrow_forwardFor the following, you must draw an appropriate structure that has the chemical formula C5H,NO with the indicated functional group(s) and/or property. In each case, identify any other functional groups in the molecule you draw, that were not indicated in the question. You may use condensed dash or bond-line structure to draw your molecules. a) An aldehyde b) A cyclic ether c) An acyclic amide that cannot form hydrogen bonds with itselfarrow_forward
- 1. The structure of compound A is shown below. OH NH2 (a) Redraw the above structure in the form of expanded and condensed structures. (b) Determine the number of primary, secondary, tertiary and quaternary carbon atom that can be found in the compound. (c) Redraw, circle and name the functional groups present in the compound. (d) State the possible type of stereoisomerism of the compound and draw the appropriate structures to describe the isomerism.arrow_forwardIn each pair of compounds, which compound has a higher boiling point? Explain your reasoning. (a) 2,2,5-trimethylhexane or nonanearrow_forwardThe melting points and boiling points of two isomeric alkanes are as follows: CH3(CH2)6CH3, mp = -57 °C and bp = 126 °C; (CH3)3CC(CH3)3, mp = 102 °C and bp = 106 °C. (a) Explain why one isomer has a lower melting point but higher boiling point. (b) Explain why there is a small difference in the boiling points of the two compounds, but a huge difference in their melting points.arrow_forward
- (b) Draw the structural formula for each of the following compounds. Lukiskan formula struktur bagi setiap sebatian berikut. (i) 2-iodo-4-methylpentan-3-amine (ii) 1,1-dibromo-2-chloro-2-methylbutane (iii) 2-ethyl-6-fluorophenolarrow_forwardwhat is the structure of hexane / ethyl acetate 1: 1?arrow_forwardDraw one possible structure for each of the following compounds based on the descriptions below. (i) A compound with molecular formula C6H11NO that includes alkene, secondary amine, and primary alcohol functional groups. (ii) A compound with molecular formula C6H9NO that has an amide functional group and does not have an alkene group.arrow_forward
- The fact that sweet-tasting carbohydrates like table sugar are also high in calories has prompted the development of sweet, low-calorie alternatives. (a) Identify the functional groups in aspartame, the artificial sweetener in Equal. (b) Label all of the sites that can hydrogen bond to the oxygen atom of water. (c) Label all of the sites that can hydrogen bond to a hydrogen atom of water.arrow_forwardClassify each attached pair of compounds as stereoisomers or conformations: (a) X and Y; (b) X and Z.arrow_forward(a) A phenyl group has the molecular formula CH- and is represented by the symbol Bn. True False (b) Para substituents occupy adjacent carbons on a benzene ring. (c) True False (e) 3-Bromobenzoic acid can be separated into cis and trans isomers. True O False (d) 1-Phenylcyclohexene is a planar molecule. True False Benzene, naphthalene, and phenanthrene are polynuclear aromatic hydrocarbons (PAHs). Truearrow_forward
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