
Concept explainers
a)
Interpretation:
Starting from benzene and assuming that the ortho and para isomers can be separated how the compound can be synthesized is to be shown.
Concept introduction:
The compound required is 2-bromo-4-nitrotoluene. Benzene can be converted into alkyl benzene by Friedal-Crafts alkylation. The alkylbenzene can be nitrated in the ortho and para positions as the alkyl groups are ortho and para directors. Nitro group is deactivating while alkyl group is activating in nature. Hence bromonation of the nitrotoluene will introduce the bromine in the ortho position to alkyl group.
To show:
Starting from benzene and assuming that the ortho and para isomers can be separated how 2-bromo-4-nitrotoluene can be synthesized.
b)
Interpretation:
Starting from benzene and assuming that the ortho and para isomers can be separated how the compound can be synthesized is to be shown.
Concept introduction:
The Friedal-Crafts acylation of benzene will yield an acyl benzene as the product. Chlorination of the acyl benzene will produce m-chloroacyl benzene as the acyl group is meta directing. Reduction of the acyl group to the corresponding alkyl group and sulfonation of the product will result in the product required.
To show:
Starting from benzene and assuming that the ortho and para isomers can be separated how the compound can be synthesized.

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Chapter 16 Solutions
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
- Which of the following compounds can be synthesized using one reaction from any alkene, as a major product? If it can be synthesized, propose a route, and you may use any other starting materials, reagents and solvents as needed. If you do not think that it can be synthesized as a major product from an alkene, explain in detail why.arrow_forwardDraw the stepwise mechanism (with arrow pushing)arrow_forwarda) Explain why product 1 is the kinetic product and product 2 is the thermodynamic product. b) Draw the reaction coordinate diagram for the reaction pathway generating each product. c) State the Arrhenius Equation and explain the terms with their physical significance. d) State and explain which reaction pathway has a higher rate constant. What happens to the rate constant if the temperature has increased?arrow_forward
- Part 1. Draw monomer units of the following products and draw their reaction mechanism 1) Bakelite like polymer Using: Resorcinol + NaOH + Formalin 2) Polyester fiber Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol B)pthalic anhydride + anhydrous sodium acetate + glycerol 3) Temporary cross-linked polymer Using: 4% polyvinyl alcohol+ methyl red + 4% sodium boratearrow_forwardUsing the table of Reactants and Products provided provide the correct letter that corresponds with the Carboxylic acid that is formed in the reaction below. 6 M NaOH Acid-workup WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES A) Pool of Reagents for Part B CI B) OH C) E) CI J) racemic F) K) OH N) OH P) G) OH D) HO H) L) M) HO Q) R) CI Aarrow_forwardIn the table below, the exact chemical structures for Methyl salicylate can be represented by the letter WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES CI B) A) E) Cl racemic F) J) CI K) N) OH P) Pool of Reagents for Part B OH OH G) L) OH D) HO H) M) HO Q) R) CIarrow_forward
- Draw the stepwise mechanism for the reactionsarrow_forwardPart I. a) Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone (3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forward3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below: Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life). 2 CH3 H NO2 NO2 3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s) H a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningPrinciples of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher:Cengage Learning

