
(a)
Interpretation:
Detailed mechanism and major product for the following reaction is to be predicted.
Concept introduction:
Bromination is the electrophilic addition of
(b)
Interpretation:
Detailed mechanism and major product for the following reaction is to be predicted.
Concept introduction:
The pyridine ring is less reactive relative to benzene and acts as a nucleophile.
Bromine molecule reacts with the Lewis acid to produce
(c)
Interpretation:
Detailed mechanism and major product for the following reaction is to be predicted.
Concept introduction:
In the nitration reaction, nitric acid and sulfuric acid form the nitronium ion. Nitronium ion acts as an electrophile. After the electrophilic addition and elimination, we get the final product.
(d)
Interpretation:
Detailed mechanism and major product for the following reaction is to be predicted.
Concept introduction:
In the nitration reaction, nitric acid and acetic acid form the nitronium ion. Nitronium ion acts as an electrophile. After the electrophilic addition and elimination, we get the final product.

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Chapter 23 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Synthesize 2-Ethyl-3-methyloxirane from dimethyl(propyl)sulfonium iodide using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize 2-Hydroxy-2-phenylacetonitrile from phenylmethanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- Synthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardIf possible, please provide the formula of the compound 3,3-dimethylbut-2-enal.arrow_forwardSynthesize 1,4-dibromobenzene from acetanilide (N-phenylacetamide) using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- Indicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.arrow_forwardWe mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.arrow_forwardIndicate the products obtained by mixing acetophenone with iodine and NaOH.arrow_forward
- Indicate the products obtained by mixing 2-Propanone and ethyllithium and performing a subsequent acid hydrolysis.arrow_forwardIndicate the products obtained if (E)-2-butenal and 3-oxo-butanenitrile are mixed with sodium ethoxide in ethanol.arrow_forwardQuestion 3 (4 points), Draw a full arrow-pushing mechanism for the following reaction Please draw all structures clearly. Note that this intramolecular cyclization is analogous to the mechanism for halohydrin formation. COH Br + HBr Brarrow_forward
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