Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 7.14, Problem 21P
Write the structures of all the
a)
b)
c)
d)
e)
f)
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10) For the reaction between isopropyl 1-propyl (or 'n-propyl') ether and HBr, which type of reaction best
matches the expected products?
A) Acid-catalyzed dehydration
B) Nucleophilic substitution reaction
C) Ether cleavage reaction
D) Nucleophilic addition-elimination reaction
7. What is the theoretical explanation for the acidic character of terminal alkynes?
8. Give a simple chemical test that can differentiate the two compounds from each other. Specify the
reagent(s) needed and state what you expect to see.
a) benzene and ethylbenzene
b) 1 – butyne and 2 – butyne
c) 2 – methylpentane and 2 - methylcyclohexene
What alkene when mixed with dilute sulfuric acid results in a major product of 2,3,4-trimethylpentan-2-ol? Give the iupac name.
Chapter 7 Solutions
Organic Chemistry - Standalone book
Ch. 7.1 - Name each of the following using IUPAC...Ch. 7.1 - Prob. 2PCh. 7.2 - How many carbon atoms are sp2-hybridized in the...Ch. 7.3 - Prob. 4PCh. 7.3 - Are cis-2-hexene and trans-3-hexene stereoisomers?...Ch. 7.4 - Prob. 6PCh. 7.4 - Prob. 7PCh. 7.4 - Give the IUPAC name of each of the compounds in...Ch. 7.5 - Arrange the following in order of increasing...Ch. 7.6 - Prob. 10P
Ch. 7.6 - Standard enthalpies of formation are known for all...Ch. 7.6 - Prob. 12PCh. 7.6 - Despite numerous attempts, the alkene...Ch. 7.6 - Write structural formulas for the six isomeric...Ch. 7.7 - Place a double bond in the carbon skeleton shown...Ch. 7.9 - Identify the alkene obtained on dehydration of...Ch. 7.10 - Prob. 17PCh. 7.11 - Prob. 18PCh. 7.12 - Prob. 19PCh. 7.13 - The alkene mixture obtained on dehydration of...Ch. 7.14 - Write the structures of all the alkenes that can...Ch. 7.14 - Write structural formulas for all the alkenes that...Ch. 7.15 - A study of the hydrolysis behavior of...Ch. 7.15 - Use curved arrows to illustrate the electron flow...Ch. 7.15 - Predict the major product of the reaction shown.Ch. 7.16 - Prob. 26PCh. 7.17 - Prob. 27PCh. 7.18 - Prob. 28PCh. 7.19 - Predict the major organic product of each of the...Ch. 7.19 - A standard method for the synthesis of ethers is...Ch. 7 - Write structural formulas for each of the...Ch. 7 - Prob. 32PCh. 7 - Give an IUPAC name for each of the following...Ch. 7 - A hydrocarbon isolated from fish oil and from...Ch. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - Choose the more stable alkene in each of the...Ch. 7 - Suggest an explanation for the fact that...Ch. 7 - Prob. 41PCh. 7 - Write structural formulas for all the alkene...Ch. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - Predict the major organic product of each of the...Ch. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - The rate of the reaction In the first order in...Ch. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - You have available 2,2-dimethylcyclopentanol (A)...Ch. 7 - Prob. 52PCh. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Acid-catalyzed dehydration of...Ch. 7 - The ratio of elimination to substitution is...Ch. 7 - Prob. 57PCh. 7 - Prob. 58DSPCh. 7 - Prob. 59DSPCh. 7 - Prob. 60DSPCh. 7 - Prob. 61DSPCh. 7 - A Mechanistic Preview of Addition Reactions The...Ch. 7 - Prob. 63DSPCh. 7 - Prob. 64DSPCh. 7 - Prob. 65DSP
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- 1. STRUCTURE-DESCRIPTION Draw the structure of a compound that fits the given description. 1. the least water-soluble isomer of an alcohol with MF C5H₁2O 2. a compound with MF C₂H4O2 that gives a dicarboxylic acid upon reaction with hot KMnO4 3. an disubstituted cyclic ether with MF C4H8O showing a trans geometry. 4. an alkyl halide with MF C4H9Cl that is most reactive via SN1 mechanismarrow_forwardDraw the overall reaction of 2-bromo-2-methylpropane with H2O to give the alcohol product. Include all by-products that form.arrow_forwardThe Friedel-Crafts Alkylation of p-xylene n-propyl bromide can result in an isopropyl as well as n-propyl substitution. A) Write the chemical equation involved in this reaction. B) Which will be the major and minor product? What do you expect will be the ratio of n-propyl to isopropyl substitution for p-xylene?arrow_forward
- Draw structural formulas for the alkenes formed by acid-catalyzed dehydration of each alcohol. Where isomeric alkenes are possible, predict which is the major product. Q.) 1-Methylcyclopentanolarrow_forwardDifferentiate an internal alkyne from terminal alkyne in terms with its reactivity with test reagents.arrow_forward11. Specify the appropriate alkene for the synthesis of the given alcohol by hydroboration-oxidation?arrow_forward
- Write the structure of the major organic product formed in the reaction ofhydrogen chloride with each of the following:-a) 2-methyl-2-butene.b) 2-methyl-1-butene.c) 1-methylcyclopentenearrow_forwardDraw a structural formula for an alkene with the indicated molecular formula that gives the compound shown as the major product (more than one alkene may give the same compound as the major product).arrow_forwardStarting with cyclohexanone, show how to prepare these compounds. In addition to the given starting material, use any other organic or inorganic reagents as necessary. Q.) 1-Methylcyclohexenearrow_forward
- 5) Compound A reacted with Mg in ether to give B. Compound B is with Ethyl bromide to give Ethyl cyclohexane. What are the structures of A and B?arrow_forward2-Methylhex-3-yne can be prepared by the reaction of an alkynide with an alkyl halide. Does the better synthesis involve alkynide attack on bromoethane or on 2-bromopropane? Explain your reasoning.arrow_forwardChoose the correct answer lettered A-E and explain briefly with illustrations the chemistry behind the answer Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products. 1.Predict the products that would be formed from such a reaction A.1-pentene (80%) and 2-pentene (20%)B.1-pentene (20%) and 2-pentene (80 %)C.1-pentene (50 %) and 2-pentene (50 %)D.1-pentene (0 %) and 2-pentene (100 %)E.1-pentene (100 %) and 2-pentene (0 %) 2.What reaction pathway is followed by the reaction above?A.E2 dehydrohalogenation B.E1 dehydrohalogenationC.SN1 dehydrohalogenationD.SN2 dehydrohalogenationE.A mixture of E1 and E2 pathways 3.What is responsible for the formation of different products (major and minor).A .The different activated complex involved in the mechanism.B.Bimolecular Nucleophilic substitution reaction C.Bimolecular Elimination reaction D.The presence of sodium ethoxideE.The…arrow_forward
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