Select which molecule is the better nucleophile in the following pair: a). Br- or Cl- in H2O b). CH30- or CH3OH in H20 c). HO- or HS- in H20 d). I- or Br- in H2O
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- Select which molecule is the better nucleophile in the following pair: a). Br− or Cl− in H2O b). CH3O− or CH3OH in H2O c). HO− or HS− in H2O d). I− or Br− in H2OWhat is the strongest nucleophile, NH3, CH4, CH3O-, or H2O?Identify the stronger nucleophile in each pair of anions.a. Br- or Cl- in a polar protic solventb. HO- or Cl- in a polar aprotic solventc. HS- or F- in a polar protic solvent
- Identify the strongest nucleophile. HO™ O NaSH OCH3CH₂OCH2CH3 Or2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff' for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH₂OHmost stable to least stable nucleophiles
- e 2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH3OHThe cis isomer of 1-bromo-4-tert-butylcyclohexane undergoes E2 elimination about 1,000 times faster than the trans isomer. Explain why the cis isomer reacts faster. Hint: It is not because of steric hindrance. Br + NaOH Fast (H3C),C (H3C);C Br + NaOH Slow (H3C);C' (H3C);CDraw the major product of the following reaction a). Remember to include the stereochemistry of the methyl groups. HCl(trace) b). HCltrace) МеОн c). -OH NaOHtrace) I|| I.
- Rank the nucleophiles in each group in order of increasing nucleophilicity.a. -OH, -NH2, H2Ob. -OH, Br-, F- (polar aprotic solvent)c. H2O, -OH, CH3CO2-What sequence of reagents would best achieve the transformation shown belon? Hr O 1) Br, FeBr 2) Fe, HCl 3) HNO, H SO, 1) Br,, FeBr, 2) HNO, H. SO,3) Fe, HCI 1) HNO,, H So, 2) Fe, HC1 3) Br,, FeBr, 1) HNO, H SO, 2) Br,, FeBr, 3) Fe, HCIIdentify the best conditions to complete the SN2 reaction shown below. A) CH3I, THF B) CH3CH₂I, THE C) CH3CH₂CCNa, THF D) CH3CH₂CCNA, CH3OH E) KI, THF