3. Completely explain the following observation: Br Br2 Br₂ Br Br + HBr A. Both reactions involve two bromine atoms adding across a double bond B. Both reactions involve a neutral intermediate with a single bromine atom C. After addition to benzene, elimination is favourable to regain aromaticity D. After addition to cyclohexene, the addition of a second bromine atom is favourable

3. Completely explain the following observation: Br Br2 Br₂ Br Br + HBr A. Both reactions involve two bromine atoms adding across a double bond B. Both reactions involve a neutral intermediate with a single bromine atom C. After addition to benzene, elimination is favourable to regain aromaticity D. After addition to cyclohexene, the addition of a second bromine atom is favourable

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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2) The following compounds are treated with one molar equivalent of Clz and catalytic FeCl3: H N. NH3 NH2 H a) Rank the compounds according to their relative reactivity under the reaction conditions (1 = most reactive; 5 = least reactive) %3D %3D b) Predict the major product obtained in each reaction (assume only one reaction happens on each aromatic starting material).
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2. The following questions relate to the synthesis of cecropia juvenile hormone (this hormone plays an important role in insect development), which is shown below. MECOCH,CO,Et, NaH CO,Me Br CO,Et HO- then H+, heat Meo- OMe RCO3H МеО CO,Me NaH cecropia juvenile hormone a. Suggest reagents to convert 1 into 2 in two steps. b. Provide a reaction mechanism to explain how 2 is converted into 3. Now thinking backwards from the TM (cecropia juvenile hormone), give the structure of compound 5. d. Is the reaction from 5 to the TM regioselective? Explain your answer. с.
Benzene undergoes electrophilic aromatic substitution reactions with aziridines in the presence of a Lewis acid such as AlCl3. a. What are the major and minor products of the following reaction? b. Would you expect epoxides to undergo similar reactions?
This compound can be synthesized from compounds (A) and (B). Propose a synthesis of compound (A) from toluene. NH₂ dio-88 Br Br- a. CH3CH=CH₂, H3PO4 b. acetyl chloride, AlCl3 c. HNO3/H₂SO4 d. 2-methylpropanoyl chloride, AlCl3 e. H₂, Pd/C f. BH3/THF From the table of reagents, select the components necessary to synthesize the given molecule and enter their letters, in the order that they are to be used without commas between, in the box, i.e. 'hiacc'. If a reaction is to be used more than once, enter its letter multiple times as necessary. Reagents Available g. H₂NNH₂, OH, H₂O h. OH i. CH31 (A) j. H₂CRO4 k. Br₂, FeBr3 I. SOCI₂ OH m. Cl₂, FeCl3 n. Cl2₂, A o. propanoyl chloride, AICI 3 p. Br₂, H+ q. t-butylamine NO₂ (B) CI
3. Provide mechanisms for the following reactions. a. OH b. C. Н2 180 18OH cat. H 180 H₂O cat. H+ EtOH + CH3CH2CH2CO₂H NH cat. CH3SO3H HO C=N:
Show how the following compounds could be prepared from the given starting materials. You can use any necessary organic or inorganic reagents.
1. What effect would you expect on the rate of reaction of ethanol with 2-iodo-2-methyl-butane if the concentration of the halide is tripled? 2. Explain the difference between addition, elimination and substitutionreactions. 3. Optically active 2-butanol slowly racemizes on standing in dilute sulfuricacid. Propose a mechanism to account for this observation.
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Br Mg, ether then H30* PBR3 a b Mg, ether SOCI, d then H30* e Work through the above reaction and draw the structure of compound e.
1. H3C H CH3 2. H3C + Br CH3 H3C H excess NH3 NH4CI H H NH2 C2H5 N-C₂H5 C2H5 + C2H5 H-N-C2H5 Br C2H5 a Proton transfer b Lewis acid/base e Electrophilic addition h = Syl Nucleophilic substitution f El Elimination i = SN2 Nucleophilic substitution c Radical chain substitution g E2 Elimination j Electrophilic aromatic substitution d Radical chain addition Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers.
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