Show how you would synthesize each compound from benzene, toluene, or phenol using the following reactions:Reactions1. Halogenation2. Nitration3. Sulfonation4. Friedel-Crafts acylation5. Friedel-Crafts alkylation6. Oxidation of methyl group7. Reduction of nitro group• Choose the starting material from the drop-down list• Enter the number(s) of the desired reactions in the order that you wish to use them without commas between• If a reaction is used more than once, enter its number each time you wish to use itCompound 1: 5-chloro-2-methylbenzenesulfonic acidStarting material: tolueneReaction(s): 31Compound 2: m-bromobenzoic acidStarting material: [benzeneReaction(s):Submit AnswerTry Another Version1 item attempt remaining

Step 1: 1. Sulfonation (Reaction 3): Toluene can be sulfonated to form toluenesulfonic acid by…

Answered: Show how you would synthesize each…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 7E: When toluene is treated with sulfuric and nitric acids under special conditions, three nitro (NO2)...

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Starting material options: benzene, toluene, phenol
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When toluene is treated with sulfuric and nitric acids under special conditions, three nitro (NO2) groups are substituted for hydrogens at the 2, 4 and 6 positions on the ring (the next section discusses why the 2, 4, and 6 positions are substituted). The product is a highly explosive substance called 2,4,6-trinitrotoluene. This subastance is commonly known by a three letter name. What is it?
Several diamines are building blocks for the synthesis of pharmaceuticals and agro-chemicals. Show how both 1,3-propanediamine and 1,4-butanediamine can be prepared from acrylonitrile.
Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem.
Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).
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Byphenyl synthesis. From benzene, organic compounds with 2 carbons or less, and any other inorganic compound you want. Synthesize the following molecule.
Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. r Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LiAlH₁ f. PBr3 b. H₂SO4 c. HCI d. HBr i. CH3 MgBr; then H3O+ e. SOC1₂ j. CH3 CH₂ MgBr; then H3O+ g. CrO3, H₂ SO4, H₂O h. NaH k. CH3 CH₂ CH₂ MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+t n. Dess-Martin periodinane (DMP) Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
4. Synthesize the following compound. You may use benzene, acetylene, ethanol and any inorganic reagents. O₂N
Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. ů Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 c. HCI d. HBr e. SOC12 g. CrO3, H₂SO4, H₂O h. NaH Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3 CH₂ CH₂ MgBr; then H30+ I. C6H5 Mg Br (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP) Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material | Reagent for step 1 Reagent for step 2 Reagent for step 3
Synthesize each compound from benzene and any other organic or inorganic reagents. NH2 NO2 Br. a. е. NH2 Br CH3 Br NH2 b. d. HOOC NO2 (РАВA) sunscreen component

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