The following reaction sequence was used in the synthesis of several derivatives of pros-taglandin C2. Analyze the structure using the chemistry you learned in this chapter anddraw the structures of the synthetic intermediates A and B.1. NANH, THF(solvent)NaCNAВ2.BrCIDMSO(racemic)(racemic)(racemic)

In the given reaction, soda amine act as a base so it abstract an acidic proton from alkyne then…

Answered: The following reaction sequence was…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.63P

See similar textbooks

Similar questions

Understanding different substitution and elimination pathways gives useful insight into chemical mechanisms and pathways. Give the different important aspects of the Sn1, Sn2, E1, E2, and E2cB reactions.
Using the trans effect sequence given in the text, devise rational procedures for selectively synthesizing each of the three isomers of [Pt(py)NH3NO2Cl].
Account for the rapid rate of methanolysis of ClCH2OCH2CH3 even though the substrate is a primary halide. Hint: The reaction of the substrate with ethanol proceeds by SN1 mechanism. Draw the Lewisstructures.
You have to prepare the diazonium salt with p-nitroaniline and aniline. What you would expect to be different observation aniline having NO2 at its para-position in the preparation of their diazonium salts?
Deduce a synthetic strategy for the synthesis of m-nitroacetanilide using retrosynthetic analysis. Explain the possible side product for the reaction and differentiate the final product and the side product by spectroscopic methods
Chemistry Although the mechanism is similar, the entropy of activation is different for the protonated epoxide compared to the protonated ester when being attacked by water. Estimate the entropy of activation (ΔS) (choose from: -26 eu, -6 eu, +6 eu, or +26 eu) for both reactions and explain why they are different.
(a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in semicarbazide. However, only one such group is involved in the formation of semicarbazones.(ii) Cyclohexanone forms cyanohydrin in good yield but 2, 4, 6-trimethylcyclohexanone does not.(b) An organic compound with molecular formula C9H10O forms 2, 4, – DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzene-di- carboxylic acid. Identify the compound.
Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(C2H5)3). 3SnCl4 + 4AI(C2H5)3 →3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d = 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3): d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257 L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?
What is the equation for the expected reaction between dimethylformamide (DMF) and sodium iodide? What are possible reaction products? (Please include structures in explanation) If you were to change the concentration of the solvent (DMF) how would that affect the reaction (would more product or less product be produced)? (Please make sure to make answers easy to follow)
Describe how the product is purified. 4,4'-DIBROMOBIPHENYL [Biphenyl, 4,4'-dibromo-] Submitted by Robert E. Buckles and Norris G. Wheeler1. Checked by R. S. Schreiber, Wm. Bradley Reid, Jr., and Robert W. Jackson. 1. Procedure In a 15-cm. evaporating dish is placed 15.4 g. (0.10 mole) of finely powdered biphenyl (Note 1). The dish is set on a porcelain rack in a 30-cm. desiccator with a 10-cm. evaporating dish under the rack containing 39 g. (12 ml., 0.24 mole) of bromine. The desiccator is closed, but a very small opening is provided for the escape of hydrogen bromide (Note 2). The biphenyl is left in contact with the bromine vapor for 8 hours (or overnight). The orange solid is then removed from the desiccator and allowed to stand in the air under a hood for at least 4 hours (Note 3). At this point, the product weighs about 30 g. and has a melting point in the neighborhood of 152°. The crude 4,4'-dibromobiphenyl is dissolved in 75 ml. of benzene, filtered, and cooled to 15°. The…
Does the coupling partner of a diazonium dye contain an activating or a deactivating group. Explain why this is so.
Over the past several decades, chemists have developed a number of synthetic methodologies for the synthesis of steroid hormones. One of these, developed by Lutz Tietze at the Institut für Organische Chemie der Georg-August-Universität, Göttingen, Germany, used a double Heck reaction to create ring B of the steroid nucleus. As shown in the following retrosynthetic analysis, a key intermediate in his synthesis is compound (1). Two Heck reaction disconnects of this intermediate give compounds (2) and (3). Compound (2) contains the aromatic ring that becomes ring A of estrone. Compound (3) contains the fused five- and six-membered rings that become rings C and D of estrone. Q.Propose structural formulas for compounds (2) and (3).

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS