Organic Chemistry, 12e Study Guide/Student Solutions Manual
Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 6, Problem 34P

When ethyl bromide reacts with potassium cyanide in methanol, the major produce is C H 3 C H 2 C N . Some C H 3 C H 2 N C is formed as well, however. Write Lewis structures for the cyanide ion and for both products and provide a mechanistic explanation of the course of the reaction.

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(b) (1-chloromethyl)cyclopentane, CeH11CI reacts with aqueous sodium hydroxide, NaOH to produce a primary alcohol AA. When CeH11Cl is added with magnesium, Mg in ether, an organometallic compound BB is formed. When compound BB reacts with ethanal, CH3CHO, a secondary alcohol cCis formed. The molecular structure of CeH11Cl is given below. (1-klorometil)siklopentana, CoH1,CI bertindak balas dengan akues natrium hidroksida, NaOH bagi menghasilkan satu alkohol primer AA. Apabila CeH11CI ditambah dengan magnesium, Mg dalam eter, sebatian organologam BB terbentuk. Apabila sebatian BB bertindak balas dengan etanal, CH;CHO, satu alkohol sekunder CC dihasilkan. Struktur molekul bagi CsH11CI diberikan di bawah. .CI (1-chloromethyl)cyclopentane (i) Draw the structural formula for compound AA through Cc. Lukiskan formula struktur bagi sebatian AA sehingga C. (ii) What is the type of reaction to produce compound AA? Apakah jenis tindak balas untuk menghasilkan sebatian AA?
Consider a hypothetical chemical reaction between compound A and compound B, which produces compound C as the final product. The reaction is known to be exothermic and spontaneous. However, when the reaction is carried out under certain conditions, it fails to occur. Explain this observation and propose a potential solution to overcome this hurdle.
Cyanic acid (HOCN) and isocyanic acid (HNCO) dissolve in water to give the same anion upon deprotonation. (i) Draw Lewis structures for cyanic acid and isocyanic acid. (ii) Using arrow pushing and resonance, account for the fact that each acid gives the same anion on loss of H+ when reacted with NaOH.

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