Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 31.SE, Problem 35AP
Interpretation Introduction
Interpretation:
Show the synthesis route for the formation of 2-ethyl-1-hexanol from butanal.
Concept introduction:
The synthesis of 2-ethyl-1-hexanol takes place by the concept of Aldol reaction. Whenever a target molecule contains a beta-hydroxy
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
2-Ethyl-1-hexanol, used in the synthesis of di(2-ethylhexyl) phthalate plasticizer, is made commercially from butanal. Show the likely synthesis route.<
Reaction of p-nitroaniline with sodium nitrite and hydrochloric acid at 0°C,
followed by treatment with N,N-diethylaniline.
Reaction of p-nitroaniline with sodium nitrite and hydrochloric acid at 0 °C, followed by treatment with N,N-diethylaniline.
Chapter 31 Solutions
Organic Chemistry
Ch. 31.1 - Order the following monomers with respect to their...Ch. 31.1 - Order the following monomers with respect to their...Ch. 31.1 - Prob. 3PCh. 31.2 - Prob. 4PCh. 31.2 - Prob. 5PCh. 31.3 - Prob. 6PCh. 31.3 - Prob. 7PCh. 31.4 - Prob. 8PCh. 31.4 - Show the mechanism of the nucleophilic addition...Ch. 31.5 - Prob. 10P
Ch. 31.6 - Prob. 11PCh. 31.6 - Prob. 12PCh. 31.SE - Prob. 13VCCh. 31.SE - Prob. 14VCCh. 31.SE - Prob. 15MPCh. 31.SE - The polyurethane foam used for home insulation...Ch. 31.SE - Prob. 17MPCh. 31.SE - Prob. 18MPCh. 31.SE - Prob. 19MPCh. 31.SE - Identify the monomer units from which each of the...Ch. 31.SE - Prob. 21APCh. 31.SE - Draw the structure of Kodel, a polyester prepared...Ch. 31.SE - Show the structure of the polymer that results...Ch. 31.SE - Prob. 24APCh. 31.SE - Prob. 25APCh. 31.SE - 1, 3-Cyclopentadiene undergoes thermal...Ch. 31.SE - Prob. 27APCh. 31.SE - Prob. 28APCh. 31.SE - Prob. 29APCh. 31.SE - Prob. 30APCh. 31.SE - Prob. 31APCh. 31.SE - Prob. 32APCh. 31.SE - Prob. 33APCh. 31.SE - Prob. 34APCh. 31.SE - Prob. 35AP
Knowledge Booster
Similar questions
- Following is a retrosynthetic analysis for the synthesis of the herbicide (S)-Metolachlor from 2-ethyl-6-methylaniline, chloroacetic acid, acetone, and methanol. Show reagents and experimental conditions for the synthesis of Metolachlor from these four organic starting materials. Your synthesis will most likely give a racemic mixture. The chiral catalyst used by Novartis for reduction in Step 2 gives 80% enantiomeric excess of the S enantiomer.arrow_forwardFollowing is a retrosynthetic analysis for an intermediate in the industrial synthesis of vitamin A. (a) Addition of one mole of HCl to isoprene gives 4-chloro-2-methyl-2-butene as the major product. Propose a mechanism for this addition and account for its regioselectivity. (b) Propose a synthesis of the vitamin A precursor from this allylic chloride and ethyl acetoacetate.arrow_forwardReaction of N,N-diethyl-p-diaminobenzene with sodium nitrite and hydrochloric acid at 0°C, followed by treatment with nitrobenzene.arrow_forward
- Give reagents necessary and show isolated intermediates for the synthesis below.arrow_forwardPropose a synthesis route to prepare 4-nitrobenzoic acid starting from benzene:arrow_forwardReaction of N,N-diethyl-p-diaminobenzene with sodium nitrite and hydrochloric acid at 0°C and subsequent reaction with nitrobenzene.arrow_forward
- A. In the synthesis of 1-bromobutane, what is the inorganic by-product left in the reaction flask following the distillation? Why was the bromoalkane the bottom layer in the separatory funnel? B. Predict the product when 1-methylcyclohexanol reacts with H2SO4 and KBr. Show the mechanism.arrow_forwardPropose a synthesis route to prepare 2‐phenylacetaldehyde starting from benzene:arrow_forwardCembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV absorption at 245 nm, but dihydrocembrene (C20H34), the product of hydrogenation with 1 equivalent of H2, has no UV absorption. On exhaustive hydrogenation, 4 equivalents of H2 react, and octahydrocembrene, C20H40, is produced. On ozonolysis of cembrene, followed by treatment of the ozonide with zinc, four carbonylcontaining products are obtained: Propose a structure for cembrene that is consistent with its formation from geranylgeranyl diphosphate.arrow_forward
- (a) 1-methylcyclopentene B can be prepared by an intramolecular Wittig reaction from A. Propose a plausible arrow-pushing mechansim for this the transformation from A to B. (b) Propose a synthesis to convert 1-methylcyclopentene B to the cyclic ester C. Show all intermediates, and reagents necessary for each step.arrow_forwardPhenyl 4-aminosalicylate is a drug used in the treatment of tuberculosis. Propose a synthetic route for this compound starting from 4-nitrosalicylic acid. The synthesis involves multiple steps. Specify all the reagents and the reaction conditions it may require in each step.arrow_forwardA chemist wanted to synthesize the anesthetic 2-ethoxy-2-methylpropane. He used ethoxide ion and 2-chloro-2-methylpropane for his synthesis and ended up with no ether. What was the product of his synthesis? What reagents should he have used?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning