Dehydrohalogenation of vinyl halides is essentially an E2 process. A stereochemical study revealed that (Z)-2-chloro-2-butendioic acid reacted 50 times faster than its E stereoisomer.1. Na+ NH2HO,C-c=c-co,H2. H,оFor the reaction below:Br1. Na* NH22. H3O*HPha Draw the structure of the major organic product.

In the E2 process, the proton and the leaving group which is opposite to the proton are removed in…

Delydrobalogenation of vinyi halides is essentially an E2 process. A stereochemical study revesled that (Zp-2-chloro-2-butendioic acid rescted 50 times faster than its E stereoisomer. COH 1. Na+ NH, 2. H,0" HO,C-c=c-co,H For the reaction below: 1. Na* NH2 2. H,0 Ph Daw the structue of the major organic product.

Delydrobalogenation of vinyi halides is essentially an E2 process. A stereochemical study revesled that (Zp-2-chloro-2-butendioic acid rescted 50 times faster than its E stereoisomer. COH 1. Na+ NH, 2. H,0" HO,C-c=c-co,H For the reaction below: 1. Na* NH2 2. H,0 Ph Daw the structue of the major organic product.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations

Section11.SE: Something Extra

Problem 23VC

See similar textbooks

Similar questions

Give to all parts? (a) Give the complete mechanism for the reaction of trans-2-butene with Br2 in excess H2O. (b) Name the products (including stereochemistry). (c) Give the complete mechanism for the reaction of trans-2-butene with Br2 in excess H2O. (d) Name the products (including stereochemistry).
Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answer
Compound X, C7H15Cl, is a chiral product of the radical chlorination of 2-methylhexane.Base-promoted E2 elimination of X gives a single product.What is the structure of X?
When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)
What organic product is formed when 1‑methylcyclopentene is treated with NMMO in the presence of H2O and a catalytic amound of OsO4? Clearly show stereochemistry by drawing a wedge and dashed bond for each chiral carbon. Only draw one stereoisomer if more than one can be formed.
(10pts) Compound A, C10H16, was found to be optically active. On catalytic reduction over a palladium catalyst, 2 equivalents of hydrogen were absorbed, yielding compound B, CioH2o. On ozonolysis of A, two fragments were obtained. One fragment was identified as acetic acid (CHCOOH). The other fragment, compound C, was an optically active carboxylic acid, C8H14O2. Write reactions, and draw the correct structures for A-C, explain your answer in detail.
The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert 3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2- ol [CH3CH(OH)C(CH3)3]; (b) only (R)-3,3-dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?
A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide(NaOCH2CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under thesame conditions, the reaction of (2S,3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C.Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3-diphenylpentane. Determine the structuresof A, B, and C; give equations for their formation; and explain the stereospecificity of these reactions
Q3. For the following reactions, predict the products, mechanism and name all the products obtained Catalytic hydrogenation of cycloalkenes. Reduction of cyclohexanone with Zinc amalgam (Zn/Hg alloy) in concentrated hydrochloric acid Addition of CH2I2 in an alkene in the presence of Zn-Cu 2-hexene + chlorine gas Halogenation of cyclohexane in the presence of light and catalyst Sulfonation of Cyclobutane with oleum Addition of HBr to methylcyclopropane
Based on the more stable conformation (conformation A), need help providing two mechanisms for the E2 elimination of the protonated version of cis-1 using a general base (B:) to give alkenes 2 and 3. Clearly show which hydrogens meet the stereochemical requirements for E2-elimination Using Zaitsev’s rule, indicate which is favoured. Pictured is also a reaction mechanism to show what the alkenes 2 and 3 are. Thank you :)
Write out all the isomers of the compound with molecular formula C4H10O . Select the normal/ primaryisomer and treat it with conc. H2SO4 and heat. Identify the reaction and give the product ‘A’ from it. 2. When ‘A’ is treated with HBr in the presence of a peroxide, give the name and structure of the product.