Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 26, Problem 26.14P

What products are formed when c i s pent-2-ene undergoes metathesis? Use this reaction to explain why metathesis of a 1 , 2 disubstituted alkene ( RCH = CHR’ ) is generally not a practical method for alkene synthesis.

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The addition reaction of an acid (HBr) to an alkene (CH3CH=CH2) follows Markovnikov's rule and involves:   A) initial attack by Br–  B) initial attack by Br• C) isomerization of CH3CH2CH2Br D) formation of a primary carbocation. E) formation of a secondary carbonation. (F) Formation of allyl carbocation
1. For an addition reaction, why does free energy, ΔG, becomes more positive with increasing temperature? a. The negative enthalpy dominates at high temperature. b. The positive enthalpy dominates at high temperature. c. The positive entropy dominates at high temperature. d. The negative entropy dominates at high temperature   2. Which of the following alkynes will form only 1 product in acid-catalyzed hydration? a. 2-pentyne b. 3-hexyne c. 3-pentyne d. 1-hexyne 3. Which of the following statements best describes the general reactivity of alkynes? a. An alkyne reacts as an electrophile and is, therefore, electron poor. b. Alkynes undergo electrophilic addition reactions just like alkenes. c. An alkyne reacts as an electrophile and is therefore electron-rich. d. An alkyne reacts as a nucleophile and is therefore electron-poor.
TRUE OR FALSE I. The reaction of BH3 with 2-methylbut-2-ene results in the attachment of a hydroxyl group, OH, on the third carbon since this carbon is less substituted. II. The reduction of an alkyne using a strong base such as LiNH2 gives an alkane when 2 equivalents of hydrogen gas is added. III. Hydrobromination of an alkene follows anti-Markovnikov’s rule in the presence of a peroxide.

Chapter 26 Solutions

Organic Chemistry-Package(Custom)

Ch. 26 - Problem 26.11 What product is formed when each...Ch. 26 - Prob. 26.12PCh. 26 - Problem 26.13 Draw the products formed when each...Ch. 26 - Problem 26.14 What products are formed when ...Ch. 26 - Prob. 26.15PCh. 26 - What product is formed by ring-closing metathesis...Ch. 26 - Problem 26.17 What starting material is needed to...Ch. 26 - 26.18 In addition to organic halides, alkyl...Ch. 26 - 26.19 What product is formed by ring-closing...Ch. 26 - Draw the products formed in each reaction.Ch. 26 - Prob. 26.21PCh. 26 - 26.22 How can you convert ethynylcyclohexane to...Ch. 26 - 26.23 What compound is needed to convert styrene...Ch. 26 - 26.24 What steps are needed to convert to octane...Ch. 26 - Draw the products including stereoisomers formed...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.27PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Draw the products formed in each reaction. a. f....Ch. 26 - Prob. 26.33PCh. 26 - Draw a stepwise mechanism for the following...Ch. 26 - Sulfur ylides, like the phosphorus ylides of...Ch. 26 - Although diazomethane is often not a useful...Ch. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - Devise a synthesis of each compound from...Ch. 26 - Devise a synthesis of each compound from benzene....Ch. 26 - Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.46PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.48PCh. 26 - Devise a synthesis of each of the following...Ch. 26 - Prob. 26.50PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.52PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.54P
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