1. Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide.
2.Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide
3.. Provide the structure of the major organic product of the
reaction below.
1. Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with...
strong nucleophile weak base strong bulky base strong nucleophile strong base Promote SN2/E2 weak nucleophile weak base Promote SN1/E1 Promote SN2 Promote E2 CH Br HS NCT HO CHO CHÚCHO NaNO NaOH NOME Noe HOORS Conjugate acids have pka 16-18 Conjugate acids Recall, you make hydroxide have pka 11 or alkoxide ons from the corresponding alcohol or water and Nat CH,OH (MOH) HO CH,CH,OH (EXOH) | HC-Ć-o to CH tert-BUOK NOCH KOHBU NEOBU The structures above are all ways of...
E1 and E2 Reactions: Predicted Ability: Good Average Poor Actual Ability: Good Average Poor When determining which mechanism (E1 or E2) occurs, the following process is helpful: 1) Determine the substitution (methyl, 1º, 2º, or 3º) of the alkyl halide 2) Determine the strength of the nucleophile Please fill out the following table, indicating the category of reaction (E1 or E2) that will occur in each set of alkyl halides and nucleophiles. If no reaction occurs, write 'NR:' Alkyl Halide...
When determining which mechanism (E1 or E2) occurs, the following process is helpful: 1) Determine the substitution (methyl, 1º, 2º, or 3“) of the alkyl halide 2) Determine the strength of the nucleophile Please fill out the following table, indicating the category of reaction (E1 or E2) that will occur in each set of alkyl halides and nucleophiles. If no reaction occurs, write 'NR: Alkyl Halide Strong Base Weak Base Methyl 1° 20 3° For each of the following reactions,...
For each of the following reactions, determine which ELIMINATION mechanism (E1 or E2) will occur. Alkyl Halide Substitution: Methyl 1° 2° 3° Base Strength: Strong Weak Mechanism Type: E1 E2 Draw the mechanism that leads to ALL products for the reaction. Finally, underline the major product of the elimination reaction: H3C OH H2C H2C1 Br CHE
Tulung ate n illud aludke place in a single step. In the Sn2 reaction, the nucleophile attacks the a-carbon from the backside and displaces the leaving group with an inversion of configuration occurring at the carbon. In the E2 elimination reaction, strong base removes an acidic hydrogen from the B-carbon and an alkene is formed as the leaving group is expelled from the a-carbon. This elimination follows Zaitsey's rule whereby the more substituted alkene is generally formed. In E2 elimination,...
52.Which are the characteristics and factors that reactions? SN1: 3'alcehels,a altehels E3: laus factors that influence SN2, SN1, E2, E1, and ElcB s should be the major product and machanism of he reaction bertween a secondary alyl halide and an alkoxide? ow can one determine whether an alkyl halide wil roduce a single alkene upon elimination with strong base? tween a tertiary alkyl halide and water? 55.What is the mechanism of the reaction be 56. What change could be made...
1) Compare and contrast SN1, SN2, E1, and E2 reactions! (similarities abd differences. Requirements for each to work.) 2) Why is SN2 is in direct competition with E2 while SN1 is direct competition with E1 reaction. 3) Rate expression of each 4) which reactions are concerted? Which are atep wise? 5) which are sterospecific and what stereospecificity of each are? 6) how do the variables below (A-D) influence reaction pathway? Compare and contrast SNI, SN2, El and E2 reactions. What...
For letters h & i : For each of the following reactions, predict the major mechanistic pathway (SN1/SN2/E1/E2) and the major organic products 1. (cont.) (h) НСОН CHB -CHBr HCOH - (0) CH,CH,CH,CH,Br- NH 2. For each of the following indicate which reaction will occur faster. Explain your reasoning. (No credit will be given for guesses) (a) The reaction of (CH),CBr with 0.001M aqueous NaOH or 0.10M aqueous NaOH (b) The reaction of 2-bromobutane with NaOH in DMSO or NaSH...
ndyla S Chapter 7 (Snl-Sn2-E1-E2) Revie w +Problems 1°Leaving group (example): Br React with the following reagents (Strong base /strong nucleophile) B) I, NC, Na (Strong nucleophile/ weak base) C) H (NaH or Ca) tBuO/tBuOH (Strong base/non- nucleophile) D) H:0, ROH, RCO2H Weak nucleophile/ very weak base- even acidie "Solvolysis" - type reactions P 2010 2° Leaving group (example): (sometimes "hindered") Ri React with the following reagents (Strong base / strong nucleophile) B) I, NC. N (Strong nucleophile/ weak base)...
4. The reaction between cis-1-bromo-2-methylcyclohexane and ethoxide (a very strong base) results in an E2 reaction. (refer to Mechanism 9.8 in your textbook) a. Show the transition state for this reaction. CHE + CH, CH, CH, OH b. Show the formation of the product(s) from the transition state. c. Use the rule from part 3d, to determine the major and minor alkene products.