Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 7, Problem 3LGP

(a) Write the structure of the product(s) formed when 1-methylcyclohexanol reacts with 85% (concd) H 3 P O 4 at 150°C.

(b) Write a detailed mechanism for the reaction.

Chapter 7, Problem 3LGP, (a) Write the structure of the product(s) formed when 1-methylcyclohexanol reacts with 85% (concd)

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Compound X (C4H9Br) reacts by heating with NaOH in H2O to form Y. The compound Y then undergoes acid catalysed hydration by H2SO4 in 180°C to form 2-methyl prop-1-ene. (e) Determine the structure of X and Y. (f) Predict a MAJOR product when compound Y reacts with H2SO4 in 140°C. (g) Draw a structural isomer of X. Name the isomer using IUPAC nomenclature. (h) Describe a chemical test to distinguish between compound Y and 1-butanol.
(b) 3-methyl-2-butanol reacts with concentrated sulphuric acid to form 2-methyl-2- butene. Write the mechanism for the reaction.
Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3

Chapter 7 Solutions

Organic Chemistry

Ch. 7 - Practice Problem 7.11 (a) When...Ch. 7 - Practice Problem 7.14 Dehydration of 2-propanol...Ch. 7 - Practice Problem 7.15 Rank the following alcohols...Ch. 7 - Practice Problem 7.16 Acid-catalyzed dehydration...Ch. 7 - Practice Problem 7.17 Acid-catalyzed dehydration...Ch. 7 - Prob. 16PPCh. 7 - Prob. 17PPCh. 7 - Practice Problem 7.20 Show how you might...Ch. 7 - Prob. 19PPCh. 7 - Prob. 20PPCh. 7 - Practice Problem 7.23 Write the structure of...Ch. 7 - Prob. 22PPCh. 7 - Prob. 23PPCh. 7 - Practice Problem 7.26 (a) Devise retrosynthetic...Ch. 7 - Each of the following names is incorrect, Give the...Ch. 7 - Prob. 26PCh. 7 - Prob. 27PCh. 7 - Give the IUPAC names for each of the following:...Ch. 7 - Prob. 29PCh. 7 - Prob. 30PCh. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - 7.54. Outline a synthesis of phenylethyne from...Ch. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - 7.35. Write structural formulas for all the...Ch. 7 - 7.47. Starting with an appropriate alkyl halide...Ch. 7 - Arrange the following alcohols in order of their...Ch. 7 - Prob. 41PCh. 7 - Prob. 42PCh. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - 7.49. What is the index of hydrogen deficiency...Ch. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - Compounds I and J both have the molecular formula...Ch. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - Consider the interconversion of cis-2-butene and...Ch. 7 - Prob. 52PCh. 7 - (a) Using reactions studied in this chapter, show...Ch. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - 1. Write the structure(s) of the major product(s)...Ch. 7 - Prob. 2LGPCh. 7 - (a) Write the structure of the product(s) formed...Ch. 7 - Prob. 4LGPCh. 7 - Prob. 5LGPCh. 7 - 7.1 Which conditions/reagents would you employ to...Ch. 7 - Which of the following names is incorrect? (a)...Ch. 7 - 7.3 Select the major product of the reaction Ch. 7 - 7.4 Supply the missing reagents. Ch. 7 - Arrange the following alkenes in order of...Ch. 7 - 7.6 Complete the following synthesis.
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