The starting compound was treated with different nucleophiles shown in the table. The reaction was carried out in ethanol (similar to CH3OH) at 25°C. This time the leaving group isn’t a single (halogen) atom; it’s a group of atoms that leaves as a unit. (CH3);COC,H4NO2 + NaNu or HNu (CH3)3CNU + brightly colored compound The byproduct has an intense yellow color, while the starting materials are colorless, so the appearance of a yellow color indicates the reaction is occurring. Reaction Nucleophile (Nu) Compound Relative reactivity Number Color change observed NaOCH3 Yellow after 0.52 sec 1 Very bright yellow immediately НОСН3 2 NaSCH3 Yellow after 0.52 sec 3 Faint bright yellow immediately HSCH3 4 1. Rank the relative reactivity of nucleophiles. The shortest time means fastest reaction, which gets number 1 reactivity. The longest time means slowest reaction, which gets the highest number. There may be some tied scores. 2. The name of the mechanism that best explains all four reactions is 3. True or False: Doubling the concentration of nucleophile in Reaction 4 would double the reaction rate.

The starting compound was treated with different nucleophiles shown in the table. The reaction was carried out in ethanol (similar to CH3OH) at 25°C. This time the leaving group isn’t a single (halogen) atom; it’s a group of atoms that leaves as a unit. (CH3);COC,H4NO2 + NaNu or HNu (CH3)3CNU + brightly colored compound The byproduct has an intense yellow color, while the starting materials are colorless, so the appearance of a yellow color indicates the reaction is occurring. Reaction Nucleophile (Nu) Compound Relative reactivity Number Color change observed NaOCH3 Yellow after 0.52 sec 1 Very bright yellow immediately НОСН3 2 NaSCH3 Yellow after 0.52 sec 3 Faint bright yellow immediately HSCH3 4 1. Rank the relative reactivity of nucleophiles. The shortest time means fastest reaction, which gets number 1 reactivity. The longest time means slowest reaction, which gets the highest number. There may be some tied scores. 2. The name of the mechanism that best explains all four reactions is 3. True or False: Doubling the concentration of nucleophile in Reaction 4 would double the reaction rate.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 14MP: Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside...

See similar textbooks

Similar questions

Br Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:
b) Identify A and B and provide mechanism of the reaction. NH2 HONO heat A `CO2H H;CO,C
What is(are) the major final product(s) formed during the following sequence of reactions? 01 11 V 1.0₂ 2. (CH₂)₂S C₂H₂O 2 identical molecules ||| =PPhy < IV орна
In the presence of light or heat, diazomethane (CH,N2) creates a carbene, which then adds to an alkene to make a cyclopropane. In the boxes below. draw the mechanism arrows for the reaction. H INEN: INE N:
The given reaction scheme is an example of which type of reaction? O || R₁-C-OH + R₂-OH Oxidation Fischer esterification Nucleophilic substitution Reduction Rearrangement reaction Acid O || R₁-C-O-R₂ Meeting in "General"
The accepted mechanism for a rearrangement reaction is shown below. "Q Ph (1) (ii) Ph Ph HO™ fast Ph Ph HO O™ slow Ph aufae .Ar² LOH HO™ fast Draw a curly arrow mechanism for this transformation. Sketch an energy profile for this reaction, showing approximate relative energies for the reactants, intermediates, transition states, and products. HQ Ph (iii) When DO™ was used as the reagent, the rate of product formation was same as for HO™. Explain why this result shows that the third step is fast and cannot be rate-determining. Ph (iv) Write the predicted rate equation for this mechanism, and show how it was derived. (v) The starting diketone may have two different aryl groups, as shown below. Propose a ¹³℃ labelling experiment that would allow you to distinguish which of the two aryl groups had migrated in this situation. OH AR²0- Ar¹ C C
2. Give the complete mechanism for the following reaction: OOH 0=6 ROOR, heat
In an E2 mediated elimination reaction of an alkyl halide (H-X) using NaOCH3 as base, which of the following statement is not true? O The reactivity order for alkyl halides (RX) is tertiary secondary> primary. O The rate of reaction = k2 (alkyl halide] [NaOCH₂] O The reaction occurs in a single step. O The rate is independent of the leaving group.
! ( do all )
Step 4a: Classify step. The target product is present, but the reaction is not over. The ethoxide ion has been regenerated. :0: :0: What is the key process in the next step of the mechanism? proton transfer formation of a o bond between nucleophile and electrophile loss of a leaving group carbocation rearrangement (e.g., methyl or hydride shift)
What are the errors in the following answer?
7