Gamma(y)-amino butyric acid (GABA) is a neurotransmitter (a chemical that is used to send signals from one neuron to another) of the mammalian central nervous system. In order to understand how GABA works, conformationally restricted analogues, such as compound 1, have been made. During a synthesis of compound 1, compound 2 was subjected to allylic bromination using NBS and a radical initiator (AIBN) instead of light (Aust. J. Chem. 1981, 34, 2231-2236). H₂N. GABA CO₂H H₂N CO₂H dddd solddd 2 Modify the structures given below to draw all eight possible allylic bromides that can be formed when compound 2 undergoes allylic bromination, considering all possible regiochemical and stereochemical outcomes. You can use the single bond tool to add/remove pi bonds. CH₂ CO₂Et

Gamma(y)-amino butyric acid (GABA) is a neurotransmitter (a chemical that is used to send signals from one neuron to another) of the mammalian central nervous system. In order to understand how GABA works, conformationally restricted analogues, such as compound 1, have been made. During a synthesis of compound 1, compound 2 was subjected to allylic bromination using NBS and a radical initiator (AIBN) instead of light (Aust. J. Chem. 1981, 34, 2231-2236). H₂N. GABA CO₂H H₂N CO₂H dddd solddd 2 Modify the structures given below to draw all eight possible allylic bromides that can be formed when compound 2 undergoes allylic bromination, considering all possible regiochemical and stereochemical outcomes. You can use the single bond tool to add/remove pi bonds. CH₂ CO₂Et

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...

See similar textbooks

Similar questions

The oxygen in water is primarily (99.8%) 16O, but water enriched with theheavy isotope 18O is also available. When a ketone or aldehyde is dissolved inH2O, the isotopic label becomes incorporated into the carbonyl group: R2CPO H2O n R2CPO H2O. Explain.
Kk.326.
Although codeine occurs in low concentration in the opium poppy, most of the codeine used in medicine is prepared from morphine (the principal component of opium) by the following reaction. Explain why selective methylation occurs at only one OH in morphine to give codeine. Codeine is a less potent and less addictive analgesic than morphine.
The pKa of p-cyclopropylbenzoic acid is 4.45 . Is cyclopropylbenzene likely to be more reactive or less reactive than benzene toward electrophilic brornination? Explain.
Q1/ Do as required: 1- The role of HSO, in Preparation of Nitrobenzene. Explain 2- The using of NaOH with 2-naphthol in preparation of azo dye? 3- Preparation of Nitrobenzene in cool phase. 4- Adding HCI in the preparation of aniline from nitrobenzene. 5- When acetanilide reacts with bromine (x), acetanilide gives p-bromo acetanilide only, why? 6- In an experiment Hydrolysis of Acetanilide What color does the litmus naner
1. Bicyclic keto compounds such as camphor react predictably with nucleophiles according to steric influences; this effect has been termed steric approach control. In contrast, the reaction of nucleophiles with simple acyclic and monocyclic keto compounds are influenced primarily by thermodynamic factors; this effect has been termed product development control. Given the following reaction, predict the identity of the major product and provide a rationale for your selection. ОН NABH4 t-Bu. t-Bu t-Bu. ELOH 1 2
(c) The sedative, R-thalidomide, was once used to address symptoms of morning sickness in expectant mothers, however, when it was discovered that S- thalidomide causes deformities in infants, the use of R-thalidomide as a sedative was discontinued. With the help of a reaction mechanism, explain why enantiopure R-thalidomide can not be safely used as a sedative without affecting infants
(4) Provide the reagents necessary to carry out the following synthesis. + enantiomer (A) (1) (i) BH3, (ii) H₂O2, NaOH; (2) NaOEt JATOT (B) (1) (i) BH3, (ii) H₂O2, NaOH; (2) TsCl, pyridine; (3) KOC(CH3)3 (C) (1) H3O+, (2) TsCl, pyridine, (3) KOC(CH3)3 (D) (1) HBr (no peroxides); (2) NaOEt
The Dess–Martin reaction reacts an alcohol with the Dess–Martin periodinane. The first step displaces one of the acetate groups on the periodinane with the alcohol. A base then deprotonates one of the alpha protons, forming a new carbonyl bond, iodinane and acetic acid. The oxidation stops at this stage to give the aldehyde. Both Swern and Dess–Martin conditions will also convert a secondary alcohol to a ketone. Now apply what has just been discussed. Draw the major organic product.
(a) What reagents would be used for the conversion of alkene A into the target? (b) What reaction is involved in the conversion of alcohol B into alkene A? Suggest a reagent that might affect this transformation. (c) Give a retrosynthetic analysis showing the disconnection of B, the synthons produced that lead to the synthetic equivalents given (draw their structures).
Spirocyclic compounds, such as compound 3, are made and used by insects for the purposes of communication. The first step of a synthesis of compound 3 involves treatment of (S)-1,2-epoxypropane (compound 1) with lithium acetylide, followed by acid workup, to give compound 2, as shown below (J. Org. Chem. 2005, 70, 3054-3065). Identify the structure of compound 2 and provide a mechanism for its formation. (Hint: The carbon-lithium bond reacts in a way that is similar to the carbon-magnesium bond of a Grignard reagent.) 1 13.17 a 1) Li—= 2) H₂O+ нас!!!!!! C5H8O Edit Drawing 2 Ž Modify the given structure of the starting material to draw the major product. an 3
Several steps in the synthesis of optically active duloxetine, anantidepressant sold under the trade name Cymbalta, are shown. Identifythe structure of intermediates A–C and the final product duloxetine,including stereochemistry, in this reaction sequence.