10. Starting with toluene, which of the following is the best method to make the ether shownbelow? (Assume you can separate ortho and para isomers.)Cl-CH2-O-NBS, heat C6H5ONa Cl2/FeCl3A)CH3benzoylperoxideCoHsONaC2/FeCl3NBS, heatB)-СHзNBS, heat NaOH, H20 CHBr Ch/FeClCH3 benzoylC)peroxideNBS, heat NaOH, H20 CHsBrCl2/FeCl3-CH3D)benzoylperoxideExplain why the other reaction sequences do not work:wwwwwww

Reason for correct option:Toluene reacts with ferric chloride and chlorine we get p-chloro-toluene…

Answered: 10. Starting with toluene, which of the…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter18: Ethers And Epoxides; Thiols And Sulfides

Section18.7: Crown Ethers

Problem 15P: 15-Crown-5 and 12-crown-4 ethers complex Na+ and Li+, respectively. Make models of these crown...

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In snythesizing diethyl ether from ethanol using concentrated sulfuric acid, increasing the reaction temperature to 180 ºC will produce less of the desired ether. true or false
1. Which reaction conditions would be best for turning ethene into ethanol? a.H2O, HBr b. CH3OH, H2SO4 c.CH3OH, HBR d. H2O, H2SO4 2. Which alkene would be non-regioselective in a reaction with HBr? a. 2-ehyl-2-methyl-2-butene b.2-ethyl-3-methyl-2-butene c. 2,3-dimethyl-2-butene d.1,2-dimethyl-2-butene
Consider the hydrogenation reaction below, which replaces all with the appropriate number of carbon-to-hydrogen bonds C10H12+3H2 = C10H18 Assuming 100% hydrogenation, how many rings are present in C10H12?
Pick the reactant or solvent in each part that gives the faster elimination reaction.a. reaction of -OH with 1-chloro-1-methylcyclohexane or 1-chloro-3-methylcyclohexaneb. reaction of H2O with CH3CH(Cl)CH2CH3 or (CH3)2C(Cl)CH2CH3c. reaction of (CH3)3CCl with -OH in H2O or DMSO
Explain why the acid-catalyzed condensation is a poor method for the synthesis of an unsymmetrical ether such as ethyl methyl ether, CH3CH2¬O¬CH3.
Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C— OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown in Equation [1]. Using this information, draw a stepwise mechanism for the reaction shown in Equation [2]. We will see another example of this type of rearrangement in Section 16.5C.
1. Which compound is expected to have a higher melting point, 1-pentanol or 1-pentanal? Explain 2. Which compound is expected to be more soluble in water, propanal or butanal? Explain. 3. Why is acetyl chloride more reactive towards hydrolysis than ethyl acetate?
Elimination of HBr from 2-bromonorbornane gives only 2-norbornene and no 1-norbornene. How do you account for the regioselectivity of this dehydrohalogenation? In answering this question, you will find it helpful to look at molecular models of both 1-norbornene and 2-norbornene and analyze the strain in each.
15-Crown-5 and 12-crown-4 ethers complex Na+ and Li+, respectively. Make models of these crown ethers, and compare the sizes of the cavities.
What are the reaction products of (R)-3-methylcyclohexene in the reaction sequence of hydroboration-oxidation: I- (1S,2R)-2-methylcyclohexanol + (1R,2R)-2-methylcyclohexanol, barely II- (1S,2R)-2-methylcyclohexanol + (1R,2S)-2-methylcyclohexanol, barely III- (1S,3R)-3-methylcyclohexanol + (1R,3R)-3-methylcyclohexanol, barely IV- (1S,3R)-3-methylcyclohexanol + (1S,3S)-3-methylcyclohexanol, barely V- Alternatives I and III contain the reaction products VI- nda
Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) Br2, FeBr3 Na/NH3, -33 degrees C NBS, light KMnO4, H3O+ Mg metal, ether KOH, EtOH, heat
TRUE OR FALSE. Write T if True, F if False. 1. In numbering the longest chain, the first substituent should have the higher number. 2. Alphabetize the names of the substituents, ignoring all prefixes except iso, as in isopropyl and isobutyl. 3. A number is always designated to indicate the location of a single substituent in cyclohexane. 4. For rings with two different substituents, number the ring to assign the lower number to the substituents alphabetically. 5. In naming alkenes, the longest carbon chain is always used as the parent name. 6. Toluene is an IUPAC name. 7. A benzyl group differs from a phenyl group only by an extra CH2 group. 8. Naming of branched molecules depend on the type of C atom removed from the parent chain. 9. An unbranched alkane with a chain of 50 carbons is called pentacontane. 10. Heterocyclic amines still…

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