Propose mechanisms and products for the following transformations. Use the curved-arrow formalism to depict electron movement and show all intermediates/charges. a) b) c) d) НО. CF3 OH NO₂ F₂C Et N CH₂Cl₂, 0 °C CH3 N-CH3 CF3 toluene, 100 °C NH₂ 2) CH₂ CH₂CN, 45 °C 1) SOCI₂, Et₂N NH E CH₂ CH₂

Propose mechanisms and products for the following transformations. Use the curved-arrow formalism to depict electron movement and show all intermediates/charges. a) b) c) d) НО. CF3 OH NO₂ F₂C Et N CH₂Cl₂, 0 °C CH3 N-CH3 CF3 toluene, 100 °C NH₂ 2) CH₂ CH₂CN, 45 °C 1) SOCI₂, Et₂N NH E CH₂ CH₂

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

See similar textbooks

Similar questions

Predict the dehydrohalogenation product(s) that result when the following alkyl halides are heated in alcoholic KOH. When more than one product can be formed, rank them in terms of their predicted stability (1 is most stable isomer, 2 the next most stable isomer, etc...) a) b) HD HD H CH3 ''CI H CH3 Br 'Br KOH EtOH KOH EtOH KOH EtOH
: Treatment of (CHa)CHCH(OH)CH,CH3 with TSOH affords two products (M and N) with molecular formula CgH12. The 'H NMR spectra of M and N are given below. Propose structures for M and N and draw a mechanism to explain their formation. 1H NMR of M 3H 1H NMR of N 3H 3H 3 H 1H 3 H 2 H 2H 2H 8 7 6 4 1 0 9 8. 2 1 ppm ppm 4.
6-46 Show how each compound might be synthesized by the SN2 displacement of an alkyl halide. SCH,CH, (a) -CH₂OH (c) (d) CHÍNH, 6-47 (a) Give twn synthecac fox (CI) qu (b) (e) H₂C=CH-CH₂CN n OLL BU (1) H-C=C-CH₂CH₂CH₂
7. Give a Mechanism for the following reaction; show formal charges and significant intermediates. e CH3CH₂NH2 H3O+ N CH₂CH3 + H₂O
Pcactte aD H 11) The following hydrocarbon has an unusual dipole moment. Explain this interesting observation using chemical structures and/or a mechanism
Provide the structure(s) of the expected major organic product of the reaction shown. 1) Disiamylborane 2) H₂O₂, NaOH OI O II ||| O IV OV CH3CH₂C(CH3)2C=CH OH OH xx xo IV
c) Complete the following reaction scheme below with reagents N and O, and structures P and Q. OH N HO НО KMNO4 P SO3 / H,SO4 Q
1) Show the product(s) from each of the following reactions including all stereochemical outcomes. If more than one major product is formed show both, including stereoisomers. If no reaction is expected then write (NR). Br HOCH,CH, HI PdC Brz CHCI, I) BBN 2) N2OH. H;O: CS Scanned with CamScanner
Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
Treatment of cis-4-bromocyclohexanol with HO− affords compound Aand cyclohex-3-en-1-ol. Treatment of trans-4-bromocyclohexanol under the same conditions forms compound B and cyclohex-3-en-1-ol. A and Bcontain different functional groups and are not isomers of each other.Propose structures for A and B and offer an explanation for theirformation.
Consider the reaction scheme below. (a) Name the reagent and conditions necessary for steps I to VI above. (b) Write balanced equations for step I to VI above. elow. 4. Consider the reaction scheme below. CH, CH CH₂CI III --------ပုံ CH₂OH CHÍNH, VI CH₂NHCOCH,CH, (a) Name the reagent and conditions necessary for steps I to VI above. (b) Write balanced equations for step I to VI above.
What is the expected product of this reaction scquence? NaC CCH CHCH Br Na THE hgNH (А) CH,CH,CH,с — сн CH,CH, (D) (B) (с сн, сH,сH, Cн СH, CH CH,CH CH,