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: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 20E

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