(a)
Interpretation:
The conversion of
Concept introduction:
The synthesis of the product from reactant molecules requires specific reagents that perform various functions like oxidation, elimination, catalysis and dehydration in the reaction.
The stability of the product is the major factor that determines the yield and formation of a product.
(b)
Interpretation:
The structure of compound
Concept introduction:
Ultraviolet spectroscopy is the part of
(c)
Interpretation:
The mechanism for the dehydration of alcohol
Concept introduction:
Dehydration of alcohol is the process that comprises removal of water molecule to form an
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Organic Chemistry (9th Edition)
- 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).arrow_forwardAlcohols are important for organic synthesis, especially in situations involving alkenes. The alcohol might be the desired product, or the OH group might be transformed into another functional group via halogenation, oxidation, or perhaps conversion to a sulfonic ester derivative. Formation of an alcohol from an alkene is particularly powerful because conditions can be chosen to produce either the Markovnikov or non-Markovnikov product from an unsymmetrical alkene. Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into 5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.arrow_forward10. The Wolff-Kishner reaction, in which an aldehyde or ketone is treated with NH2NH2 and KOH, is: a) an oxidation c) an SN2 reaction b) a reduction d) a hydration 11. Which of these is most likely to dissolve in 5% NaOH? a) 1-decanol b) decanal c) decanoic acid d) 2-decanone 12. The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal.arrow_forward
- Which of the following statements is correct?A. The haloform reaction proceeds under very difficult conditions and the yield is very low.B. The haloform reaction is used only for the identification of compounds containing secondary alcohol groups.C. Methyl ketones or alcohols are oxidized by halogens in acidic solutions to give carboxylic acids and the corresponding haloform product.D. Enolate anions react rapidly with halogens to give alpha-halocarbonyl compounds.arrow_forwardAn unknown hydrocarbon A with the formula C6H10 reacts with 1 molar equivalent of H2 over a palladium catalyst to give B C6H12 (Rxn 1). Hydrocarbon A also reacts with OsO4 to give the glycol C (Rxn 2). A gives 5-oxohexanal on ozonolysis (Rxn 3). Draw the structures of A, B, and C. Give the reactions.arrow_forwardDraw the line-angle formula of the enol formed in the following alkyne hydration reaction and then draw the structural formula of the carbonyl compound with which this enol is in equilibrium. -C=CH 1. (sia)2BH 2. NaOH/H₂O₂ an enol carbonyl compound • You do not have to consider stereochemistry. • Draw both the enol and the carbonyl forms. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures using the sign from the drop-down menu. ChemDoodleⓇ <arrow_forward
- A compound X of molecular formula C7H14 when hydrogenated produces 2,4-dimethylpentane and when hydroborated the obtained alcohol is 2,4-dimethyl-1-pentanol. a. What is the structure of X? b. If X is reacted with H2O catalyzed by H2SO4, what product is obtained? Write the structure, give the name, and write the complete mechanism, step by step of this reaction, in such a way as to explain the formation of the compound (DO NOT FORGET THE CORRECT USE OF ARROWS!).arrow_forwardPredict the product. Draw the structure(s) of the major organic product(s) formed in the following reactions. Please indicate stereochemistry if appropriate.arrow_forwardX Upon ozonolysis, Compound X produces two compounds: Compound Y and Compound Z. Compound Y can also be prepared from the following synthetic route: PCC 1. R₂BH, THF 1. Mg. Et₂O PCC Compound Y 2. CH₂Cl₂ 2. NaOH, HO CH₂Cl₂ 3. H₂O* From this information, draw the structures of Compounds X, Y, and Z. For Compounds X and Z, different substituents are possible. For grading purposes, just use hydrogens as the substituents. Br مرد →] ►arrow_forward
- 4. A certain endothermic reaction X carried out room temperature (273K) has an enthalpy change of 20 Kcal/mol and an entropy change of 10 Kcal/K/mol. i) Calculate the Gibbs free energy (AG) of this reaction. ii) Is this reaction spontaneous or non-spontaneous? Give a reason for your answer 5. Thiomethane reacts with compound A via an SN1 reaction. Complete its reaction equation below. ii) SH Compound A ii) Draw the mechanism of reaction for this reaction. 6. Butyl Chloride undergoes an elimination reaction when reacted with sodium ethoxide to form butene. The reaction equation is given below with two reaction products A and B. low inevloa CI noitsups p *OEt B Which is the major product, and which is minor product. (Hint: Look up how the size of the base affects the elimination reaction product) Give a reason for your answer.arrow_forward3) A common practice that organic chemists work on is a process known as retrosynthesis. In this a chemist will take known reactants and devise a synthetic pathway to produce the desired products using reactions that they know. As you proceed through organic chemistry you will be tasked with thinking about this process. How would you make the desired final product starting from the alkyne. It will take a couple of reactions. Please show the reagents necessary. And for your last step please show the arrow pushing. Starting material Br Product Br ...arrow_forwardThe following scheme shows two reactions starting from alkene X. Hydroboration-oxidation of X gives the product as a racemic mixture of enantiomers. Based on the information below, determine the structure of compound A. Compound A is a racemic mixture of enantiomers. Draw only one enantiomer, using wedged and dashed bonds where appropriate. Do not provide compound X. n 6 1. BH3 Br2 A 2. H2O2, NaOH H2O OH plus enantiomer Create OscerSketch Answer 6arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning