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Bascity/Polarity/Nucleophilicity/Leaving Groups
| Question | Answer |
|---|---|
| a good leaving group is | a weak base with a strong conjugate acid |
| are F and H good leaving groups | no |
| rank I, Br, and Cl in terms of better leaving groups | I>Br>Cl |
| are halides and sulfonate ions good leaving groups? | yes |
| is DMSO polar or nonpolar? | polar |
| is acetonitrile polar or nonpolar? | polar |
| is DMF polar or nonpolar? | polar |
| is acetone polar or nonpolar? | polar |
| is dichloromethane polar or nonpolar? | moderately polar. used in electrophilic addition reaciton |
| is THF polar or nonpolar | is |
| is diethyl ether polar or nonpolar | nonpolar |
| is toluene polar or nonpolar | nonpolar |
| are I-, Br-, Cl-, strong or weak nucleophiles | strong |
| is SH- a strong or weak nucloephile | strong |
| is SH2 a strong or weak nucloephile | strong |
| is RSH a strong or weak nucloephile | strong |
| is OH- a strong or weak nucloephile | strong |
| is OR- a strong or weak nucloephile | strong |
| is ROO- a strong or weak nucloephile | strong |
| is NC- a strong or weak nucloephile | strong |
| is RCC- a strong or weak nucloephile | strong |
| is F- a strong or weak nucloephile | weak |
| is water a strong or weak nucloephile | weak |
| is ROH a strong or weak nucloephile | weak |
| is RCO2H a strong or weak nucloephile | weak |
| in a polar aprotic solvent what is the strongest nucleophile? | F- |
| in a polar protic solvent what is the strongest nucleophile? | I- |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. Cl-, Br-, I- | moderate nucleophile and not a base at all. |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. SH- | moderate nucleophile and not a base at all |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. RS- | moderate nucleophile and not a base at all |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. RSH | moderate nucleophile and not a base at all |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. RSH | moderate nucleophile and not a base at all. |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. acetate | moderate nucleophile and not a base at all. |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. NaH | strong base only |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. LiN | strong base only |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. LDA | strong base only |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. OH- | strong base and strong nucleophile |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. MeO- | strong base and strong nucleophile |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. EtO- | strong base and strong nucleophile |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. bulky RO- | strong base and strong nucleophile |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. H2O | weak base and weak nucleophile. |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. MeOH | weak base and weak nucleophile |
| indicate if the nucleophilicity is strong or weak and indicate if the basiscity is strong or weak. EtOH | weak base and weak nucleophile |