Answered: Mechanism of 5-iodoacetovanillone with…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 65AP: Identify the missing reagents a-f in the following scheme:

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Sharpless epoxidation of allylic alcohol X forms compound Y. Treatmentof Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identifythe structure of Y and draw a mechanism for the conversion of Y to Z.Account for the stereochemistry of the stereogenic centers in Z. Z hasbeen used as an intermediate in the synthesis of chiral carbohydrates.
The treatment of isoprene [CH2=C(CH3)CH=CH2] with one equivalent ofmCPBA forms A as the major product. A gives a molecular ion at 84 in itsmass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1HNMR spectrum of A is given below. What is the structure of A?
benzene to p-bromobenzoic synthesis
Name and Draw the Phenolof all possible chemical (Electrophilic aromatic substitution) reactions of the compound namely; Halogenation (Chlorination or Bromination) Nitration
Ibufenac, a para-disubstituted arene with the structure HO2CCH2C6H4CH2CH(CH3)2, is a much more potent analgesic than aspirin, but it was never sold commercially because it caused liver toxicity in some clinical trials. Devise a synthesis of ibufenac from benzene and organic halides having fewer than five carbons.
X6-156. Arrange the following substituted anilines in increasing order of reactivity toward acetic anhydride: sllo NH2 ร้อเป็น NH2 NH2 edi NH2 O₂N. (a) (b) ---- (c) (d) bund NO2 CI H3C-N-CH3 Insmiy X 6-157. Suggest a mechanism for the preparation of acetic anhydride from acetic acid and acetyl chloride in the presence pyridine (an amine base).
The treatment of isoprene [CH2=C(CH3)CH=CH2] with one equivalent of mCPBA forms A as the major product. A gives a molecular ion at 84 in its mass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1H NMR spectrum of A is given below. What is the structure of A?
Draw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent. excess CH3I
Which of the following is the best choice to prepare the following alkene using the Wittig reaction? 1) ethanal and 2-bromopentane/PPH3 2) propanal and 2-bromopentane/PPH3 O 3) 2-pentanone and 1-bromopropane/PPh3 O 4) 2-pentanone and 2-bromopropane/PPh3 5) butanal and 2-bromopentane/PPH3
Ibufenac, a para-disubstituted arene with the structureHO2CCH2C6H4CH2CH(CH3)2 , is a much more potent analgesic thanaspirin, but it was never sold commercially because it caused livertoxicity in some clinical trials. Devise a synthesis of ibufenac frombenzene and organic halides having fewer than five carbons.
Provide reagents to synthesize sebacoyl chloride from cyclodecane, shownbelow.
Propranolol, an antihypertensive agent used in the treatment of high blood pressure, can be prepared from 1-naphthol, epichlorohydrin, and isopropylamine using two successive nucleophilic substitution reactions. Devise a stepwise synthesis of propranolol from these starting materials.

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Mechanism of 5-iodoacetovanillone with reactions