
Interpretation:
The principal organic product for each reaction is to be identified.
Concept introduction:
All activating substituents in the ring are ortho and para directing.
Halogen substituents are ortho and para-directing but slightly deactivating.
Meta directing substituents are strongly deactivating.
When a benzene ring contains two or more substituents, the cumulative effects of its substituent predict its reactivity and the site of further substitution.
The regioselectivity of electrophilic
The substitution usually occurs at the less hindered site, when two positions are comparably activated.
Often the directing effects of substituents strengthen each other.
Electrophilic aromatic substation can take place at both the ortho and para positions, if an activating and o-p directing substituent is attached to a benzene ring.
If a deactivating and meta directing substituent is attached to a benzene ring, electrophilic aromatic substitution can take place at both meta positions.
Electrophilic aromatic substation can take place at both meta positions, if a deactivating and meta directing substituent is attached to a benzene ring.
For a biphenyl compound, two benzene rings are connected by a single bond. In substituted biphenyls, each ring is numbered separately using primed and nonprimed numbers. The numbering begins at the carbon containing single bond. If only one substituent is present in the biphenyl ring, then its position is designated as being ortho, meta, or para to the other ring.

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Chapter 13 Solutions
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
- Show how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and (b) 2,4-dichlorobenzoic acid.arrow_forwardHelp me solve this problem. Thank you in advance.arrow_forward22.7 Predict the monoalkylated products of the following reactions with benzene. (a) AlCl3 Ya (b) AlCl3 (c) H3PO4 (d) 22.8 Think-Pair-Share AICI3 The reaction below is a common electrophilic aromatic substitution. SO3 H₂SO4 SO₂H (a) Draw the reaction mechanism for this reaction using HSO,+ as the electrophile. (b) Sketch the reaction coordinate diagram, where the product is lower in energy than the starting reactant. (c) Which step in the reaction mechanism is highest in energy? Explain. (d) Which of the following reaction conditions could be used in an electrophilic aro- matic substitution with benzene to provide substituted phenyl derivatives? (i) AICI3 HNO3 H₂SO4 K2Cr2O7 (iii) H₂SO4 (iv) H₂PO₁arrow_forward
- Is an acid-base reaction the only type of reaction that would cause leavening products to rise?arrow_forwardHelp me understand this! Thank you in advance.arrow_forward22.22 For each compound, indicate which group on the ring is more strongly activating and then draw a structural formula of the major product formed by nitration of the compound. Br CHO (a) CH3 (b) (c) CHO CH3 SO₂H (d) ☑ OCHS NO₂ (e) (f) CO₂H NHCOCH3 NHCOCH, (h) CHS 22.23 The following molecules each contain two aromatic rings. (b) 000-100- H3C (a) (c) Which ring in each undergoes electrophilic aromatic substitution more readily? Draw the major product formed on nitration.arrow_forward
- V Consider this step in a radical reaction: Br: ? What type of step is this? Check all that apply. Draw the products of the step on the right-hand side of the drawing area below. If more than one set of products is possible, draw any set. Also, draw the mechanism arrows on the left-hand side of the drawing area to show how this happens. ⚫ionization termination initialization neutralization none of the abc Explanation Check 80 Ο F3 F1 F2 2 F4 01 % do5 $ 94 #3 X 5 C MacBook Air 25 F5 F6 66 ©2025 ˇ F7 29 & 7 8arrow_forwardShow how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and (b) 2,4-dichlorobenzoic acid.arrow_forwardno aiarrow_forward
- Polymers may be composed of thousands of monomers. Draw three repeat units (trimer) of the polymer formed in this reaction. Assume there are hydrogen atoms there are hydrogen atoms on the two ends of the trimer. Ignore inorganic byproducts.arrow_forwardDraw a tetramer if this alternating copolymer pleasearrow_forwardDraw the monomers required to synthesize this condensation polymer.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

