Concept explainers
Interpretation:
The structure of Dibenzo-18-crown-6 is to be given and a plausible mechanism for its formation is to be provided.
Concept introduction:
Electrophiles are electron deficient species that have positive or partially positive charge. Lewis acids are electrophiles that accept electron pair.
Nucleophiles are electron rich species that have negative or partially negative charge. Lewis bases are nucleophiles that donate electron pair.
Free radical is an atom, molecule, or ion that has unpaired electrons, which makes it highly chemically reactive.
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated molecules by the addition of molecules.
The
In this protocol, Benzene-1,2-
The compound Dibenzo-18-crown-6 is formed when the compound catechol and bis(chloroethyl) ether react in the presence of sodium hydroxide.
The compound Dibenzo-18-crown-6 is a compound that has a strong complexing ability and also has a high affinity towards the alkali metal cations.
Want to see the full answer?
Check out a sample textbook solutionChapter 11 Solutions
Organic Chemistry
- Organic chemistry - carbonyl compoundarrow_forwardMany ethers, including diethyl ether, are effective as general anesthetics. Because simple ethers are quite flammable, their place in medical practice has been taken by highly halogenated nonflammable ethers. Two such general anesthetic agents are isoflurane and enflurane. These compounds are isomeric; isoflurane is 1-chloro-2,2,2-trifluoroethyl difluoromethyl ether; enflurane is 2-chloro-1,1,2-trifluoroethyl difluoromethyl ether. Write the structural formulas of isoflurane and enflurane.arrow_forwardAn unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original un-known alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.arrow_forward
- Grignard reagent is a versatile tool in synthetic organic chemistry. Using bromocyclopentane as a starting material, show how a Grignard reagent, X, is synthesized. Reaction of X with water produces compound Y while treatment in carbon dioxide followed by hydrolysis forms compound Z. 3-methyl-2butanone reacts with X and hydrolyses to yield compound AA. Draw the structural formulae of compounds Y, Z and AA and write the chemical equations respectively.arrow_forwardAlcohol A (C10H18O) is converted to a mixture of alkenes B and C on being heated with potassium hydrogen sulfate (KHSO4). Catalytic hydrogenation of B and C yields the same product. Assuming that dehydration of alcohol A proceeds without rearrangement, deduce the structures of alcohol A and alkene C.arrow_forwardPropose two different methods to synthesize oct-1 -en-3-ol [CH3(CH2)4CH(OH)CH = CH2] using a Grignard reagent and a carbonyl compound. Oct-1-en-3-ol is commonly called matsutake alcohol because it was first isolated from the Japanese matsutake mushroom.arrow_forward
- 8. An optically active alcohol, A, C,H10O reacts with concentrated H2SO4 at 180 °C to form compound B which can exist as cis-trans isomers. Compond A reacts with hot acidified KMNO4 to produce compound C which can reacts dinitrophenylhydrazine but does not react with Tollen's reagent. The reaction between C and Grignard reagent D yields compound E upon hydrolysis. The with 2,4 structural formula for E is as follows: OH H3C-CH2-C-CH3 H3C-C-CH3 Determine the structure A, B, C and D with appropriate reason.arrow_forwardDraw 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.arrow_forwardAccount for the fact that 2-phenylpropanal is formed rather than its constitutional isomer, 1-phenyl-1-propanone.arrow_forward
- An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled,two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original unknown alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.arrow_forwardCompound A and compound B both have molecular formula C6H12. Both compounds produce epoxides when treated with a peroxy acid (RCO3H). The epoxide resulting from compound A was treated with aqueous acid (H3O+) and the resulting diol has no chiral centers. Identify the two possible structures for compound A (enter two numbers separated by commas with no spaces, e.g. "1,2") The epoxide resulting from compound B was treated with (H3O*) and the resulting diol was a meso compound. Identify compound B 2 3 potn 7 1 5 6 4 8arrow_forwardDimethyl disulfide, CH,S–SCH3, found in the vaginal secretions of female hamsters, acts as a sexual attractant for the male hamster. Write an equation for its synthesis from methanethiol.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY