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Concept explainers
(a)
Interpretation:
The general structure of the alcohols which are obtained by the reaction of Grignard reagents of the form
Concept introduction:
The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types,
Grignard reagent is a reagent which acts as a nucleophile to attack the electron deficient atoms. Grignard reagent contains a metal along with a negatively charged alkyl group.
(b)
Interpretation:
The synthesis of
Concept introduction:
The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types,
Grignard reagent is a reagent which acts as a nucleophile to attack the electron deficient atoms. Grignard reagent contains a metal along with a negatively charged alkyl group.
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Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
- (a) Propose a reasonable synthesis for the formation of nonane from CH3CH2CH2I and any other organic/inorganic reagent. (b) Suggest three (3) different Grignard reactions leading to 2-phenyl-2-butanol.arrow_forwardNucleophilic aromatic substitution provides one of the common methods for making phenols. Show how you would synthesize the following phenols, using benzene or toluene as your aromatic starting material, and explain why mixtures of products would be obtained in some cases.(a) p-nitrophenol (b) 2,4,6-tribromophenol (c) p-chlorophenolarrow_forward(a) Give the products of the phosphoric acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Label the three products with major, minor, and trace amounts. OH H3PO4, heat (b) Describe the rule that is applied in the acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Explain your answer based on the products formed.arrow_forward
- (a) Synthesis of ethanol from the corresponding oxo compounds with Grignard reagent b) Formation of acetal from acetone and ethane-1,2-diolarrow_forward(a) The Friedel-Crafts reaction of benzene with 2-chloro-3-methylbutane in the presence of AlCl3 occurs with a carbocation rearrangement. Give mechanistic explanation and the product formed. (b) Predict the product(s) will be formed from the following reactions: (i) Bromination of p-methylbenzoic acid (ii) Sulphonation of m-bromoanisole (iii) Friedel-craft acylation of o-bromonitrobenzenearrow_forwardSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols.(a) octan-1-olarrow_forward
- (c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.arrow_forwardExplain the following behaviours :(i) Alcohols are more soluble in water than the hydrocarbons of comparable molecular masses.(ii) Ortho-nitrophenol is more acidic than ortho-methoxyphenol.arrow_forwardWrite chemical equations expressing each of the following: (a) Preparation of o-nitrophenyl acetate by sulfuric acid catalysis of the reaction between a phenol and an acid anhydride. (b) Esterification of 2-naphthol with acetic anhydride in aqueous sodium hydroxide (c) Reaction of phenol with benzoyl chloridearrow_forward
- (a) Write the chemical reaction involved in Wolff-Kishner reduction.(b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:C6H5COCH3, CH3— CHO, CH3COCH3(c) Why carboxylic acid does not give reactions of carbonyl group?arrow_forwardGrignard reagent is a versatile tool in synthetic organic chemistry. Using bromocyclopentane as a starting material, show how a Grignard reagent, X, is synthesized. Reaction of X with water produces compound Y while treatment in carbon dioxide followed by hydrolysis forms compound Z. 3-methyl-2butanone reacts with X and hydrolyses to yield compound AA. Draw the structural formulae of compounds Y, Z and AA and write the chemical equations respectively.arrow_forward(i) State reagents G and J. (ii) Draw the structural formula for compounds D, E and H.arrow_forward
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