ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 7.1, Problem 1P
Telfairine, a naturally occurring insecticide, and halomon, an antitumor agent, are two
polyhalogenated compounds isolated from red algae. (a) Classify each halide bonded to an
hybridized carbon as 1°, 2°, or 3°. (b) Label each halide as vinyl, allylic, or neither.
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But-2-enal, CH₂CH=CHCHO, is a pale yellow, flammable liquid with an irritating odour.
(a) But-2-enal exists as two stereoisomers.
Draw skeletal formulae to show the structure of the two stereoisomers of but-2-enal.
(b) (i) Describe a simple chemical test that would show that but-2-enal is an aldehyde.
(ii) Explain why this test gives a different result with aldehydes than it does with keton
(c) But-2-enal also reacts with sodium borohydride, NaBH4.
(i) Identify the organic compound formed in this reaction.
(ii) State the type of chemical reaction occurring.
(d) Precautions must be taken to prevent but-2-enal catching fire.
Construct a balanced equation for the complete combustion of but-2-enal, C₂HO.
The addition reaction of an acid (HBr) to an alkene (CH3CH=CH2) follows Markovnikov's rule and involves:
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B) initial attack by Br•
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D) formation of a primary carbocation.
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(F) Formation of allyl carbocation
Chapter 7 Solutions
ORGANIC CHEMISTRY
Ch. 7.1 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7.2 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7.2 - Prob. 3PCh. 7.3 - An sp3 hybridized CCl bond is more polar than an...Ch. 7.4 - Prob. 5PCh. 7.6 - Prob. 6PCh. 7.7 - Prob. 10PCh. 7.8 - Prob. 15PCh. 7.8 - Prob. 16PCh. 7.8 - Prob. 17P
Ch. 7.11 - Prob. 18PCh. 7.11 - Prob. 19PCh. 7.11 - Draw the product of each SN2 reaction and indicate...Ch. 7.11 - Prob. 21PCh. 7.11 - Prob. 22PCh. 7.12 - What happens to the rate of an SN1 reaction under...Ch. 7.12 - Draw the products of each SN1 reaction and...Ch. 7.13 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7.15 - Problem 7.30 For each alkyl halide and...Ch. 7.15 - Prob. 30PCh. 7.15 - Prob. 31PCh. 7.15 - Prob. 32PCh. 7.15 - Prob. 33PCh. 7.15 - Prob. 34PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 50PCh. 7 - Prob. 51PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 62PCh. 7 - Prob. 63PCh. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 69PCh. 7 - Prob. 70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 72PCh. 7 - Prob. 78P
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