
(a)
Interpretation:
Synthesis of 3-nitrophenol has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Conversion of
Aromatic amines converted to arenediazonium salt by reacting with
(b)
Interpretation:
Synthesis of 3-bromo nitrobenzene has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Reaction of a primary aromatic amine with sodium nitrite:
The reaction of a primary aromatic amine with sodium nitrite in presence of aqueous
Sandmeyer reaction: It reaction type of organic reaction where the diazonium group in an arenediazonium salt gets replaced by
Hydrogenation:
Hydrogenation means the addition of hydrogen molecules to the unsaturated compound which makes them saturated hydrocarbon in the presence of catalyst.
(c)
Interpretation:
Synthesis of 1,3-dihydroxybenzene has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Reaction of a primary aromatic amine with sodium nitrite:
The reaction of a primary aromatic amine with sodium nitrite in presence of aqueous
Hydrogenation:
Hydrogenation means the addition of hydrogen molecules to the unsaturated compound which makes them saturated hydrocarbon in the presence of catalyst.
(d)
Interpretation:
Synthesis of 3-fluoroaniline has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Schiemann reaction: It is a method used to introduce fluorine into an aromatic ring. The reaction of a primary aromatic amine with sodium nitrite in presence of aqueous
(e)
Interpretation:
Synthesis of 3-fluorophenol has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Conversion of aromatic amines to phenol:
Aromatic amines converted to arenediazonium salt by reacting with
Schiemann reaction: It is a method used to introduce fluorine into an aromatic ring. The reaction of a primary aromatic amine with sodium nitrite in presence of aqueous
(f)
Interpretation:
Synthesis of 3-hydroxybenzonitrile has to be proposed using 3-nitroaniline as starting material.
Concept Introduction:
Hydrogenation:
Hydrogenation means the addition of hydrogen molecules to the unsaturated compound which makes them saturated hydrocarbon in the presence of catalyst.
Reaction of a primary aromatic amine with sodium nitrite:
The reaction of a primary aromatic amine with sodium nitrite in presence of aqueous
Sandmeyer reaction: It reaction type of organic reaction where the diazonium group in an arenediazonium salt gets replaced by

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Chapter 23 Solutions
Organic Chemistry, Loose-leaf Version
- Predict the major organic product(s) of the following reactions. Include stereochemistry when necessary. Write NR if no reaction, try to explain.arrow_forwardQ2: Explain why epoxides that react in an SN1 manner will not show any stereochemical inversion in the product. Q3: Rationalize why Alcohol B will react under the indicated reaction conditions, but Alcohol A will not. A ☑ OH B OH PBr3 R-Brarrow_forwardQ1: Predict the major organic product(s) of the following reactions. Include stereochemistry when necessary. Write NR if no reaction, try to explain. 1.) LDA, THF 2.) СОН CI OH H2SO4, heat OH m...... OH 1.) PCC, CH2Cl2 2.) CH3CH2MgBr, THF 3.) H3O+ 4.) TsCl, pyr 5.) tBuOK, tBuOH 1.) SOCI 2, CHCI 3 2.) CH3CH2ONA, DMF OH 1.) HBr 2.) Mg, THF 3.) H₂CO, THE 4.) H3O+ OH NaH, THFarrow_forward
- Problem 6-29 Identify the functional groups in the following molecules, and show the polarity of each: (a) CH3CH2C=N CH, CH, COCH (c) CH3CCH2COCH3 NH2 (e) OCH3 (b) (d) O Problem 6-30 Identify the following reactions as additions, eliminations, substitutions, or rearrangements: (a) CH3CH2Br + NaCN CH3CH2CN ( + NaBr) Acid -OH (+ H2O) catalyst (b) + (c) Heat NO2 Light + 02N-NO2 (+ HNO2) (d)arrow_forwardPredict the organic product of Y that is formed in the reaction below, and draw the skeletal ("line") structures of the missing organic product. Please include all steps & drawings & explanations.arrow_forwardPlease choose the best reagents to complete the following reactionarrow_forward
- Problem 6-17 Look at the following energy diagram: Energy Reaction progress (a) Is AG for the reaction positive or negative? Label it on the diagram. (b) How many steps are involved in the reaction? (c) How many transition states are there? Label them on the diagram. Problem 6-19 What is the difference between a transition state and an intermediate? Problem 6-21 Draw an energy diagram for a two-step reaction with Keq > 1. Label the overall AG°, transition states, and intermediate. Is AG° positive or negative? Problem 6-23 Draw an energy diagram for a reaction with Keq = 1. What is the value of AG° in this reaction?arrow_forwardProblem 6-37 Draw the different monochlorinated constitutional isomers you would obtain by the radical chlorination of the following compounds. (b) (c) Problem 6-39 Show the structure of the carbocation that would result when each of the following alkenes reacts with an acid, H+. (a) (b) (c)arrow_forwardPlease draw the major product of this reaction. Ignore inorganic byproducts and the carboxylic side productarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
