The following two isomeric ketones were among the 68 compounds isolated from the steam-distilled volatile oil of fresh and air-dried marijuana buds (J. Nat. Prod. 1996, 59, 49–51). Propose a separate synthesis for each of these two compounds using only disubstituted alkenes containing four carbon atoms as starting materials. Now that we have synthesized the required aldehyde, the synthesis of ketone A can be accomplished, starting with a differentdisubstituted alkene:AThe transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessaryreagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). If there is more than onecorrect solution, provide just one answer.ABt-BUOKHBr, ROOR1)2) H3O* workupDFHBrDMP or PCCMgGHTSCI, pyNBS, hvNa2Cr207, H2SO4, H2O The required aldehyde from the retrosynthesis above can be prepared from a disubstituted alkene as shown:The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessaryreagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). If there is more than onecorrect solution, provide just one answer.АDt-BUOKH2, PtNa,Cr207, H2SO4, H2OMeONaEFGHH2, Lindlar's cat.1) O3; 2) DMSTSCI, pydilute H2SO4KL1) LIAIH4; 2) H30*DMP or PCCHBr1) BH3-THF; 2) H2O2, NAOH

Given: Reaction. To find : Suitable Reagents. Solution: At first the Alkene attacks on carbonyl…

Answered: Now that we have synthesized the…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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The following two isomeric ketones were among the 68 compounds isolated from the steam-distilled volatile oil of fresh and air-dried marijuana buds (J. Nat. Prod. 1996, 59, 49–51). Propose a separate synthesis for each of these two compounds using only disubstituted alkenes containing four carbon atoms as starting materials.

Now that we have synthesized the required aldehyde, the synthesis of ketone A can be accomplished, starting with a different
disubstituted alkene:
A
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). If there is more than one
correct solution, provide just one answer.
A
B
t-BUOK
HBr, ROOR
1)
2) H3O* workup
D
F
HBr
DMP or PCC
Mg
G
H
TSCI, py
NBS, hv
Na2Cr207, H2SO4, H2O

The required aldehyde from the retrosynthesis above can be prepared from a disubstituted alkene as shown:
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). If there is more than one
correct solution, provide just one answer.
А
D
t-BUOK
H2, Pt
Na,Cr207, H2SO4, H2O
MeONa
E
F
G
H
H2, Lindlar's cat.
1) O3; 2) DMS
TSCI, py
dilute H2SO4
K
L
1) LIAIH4; 2) H30*
DMP or PCC
HBr
1) BH3-THF; 2) H2O2, NAOH

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

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