sn2 and sn1
TRANSCRIPT
A) Rate of expression Sn2: r=k[Rx][Nu-] •Sn1: r=k[Rx] because there is only one molecule (unimolecular) •
B) Reaction Intermediate Sn2: Transition state (5 things attached) •Sn1: Carbocation, positively charged carbon. •
C) Stereochemistry Sn2: Inversion •Sn1: You get a racemic mixture therefore it doesn't bend light in the polarimeter. •
50% retention + 50% inversion= No bending ‣
D) Relative Rates of 1 Sn2: primary >secondary, no tertiary •Sn1: tertiary > secondary, no primary •
E) Effect of increasing concentration of nucleophile Sn2: Increased rate of reaction •Sn1: No effect •
F) Effect of increasing concentration of alkyl halide Sn2: rate increases •Sn1: [Rx] increases, r increases •
G) Effect of an ionic or polar solvent Sn2: Bad. •Sn1: It is good because the halide can dissolve. •
H) Effect of a nonpolar solvent Sn2: Yummy. Likes nonpolar solvents because of no stinkin' ions. •Sn1: It is bad because the halide is not going to dissolve. •
I) Effect of bulky groups around reaction center Sn2: Bad. Tertiary is bad because it's in the way. •Sn1: it is better because it is more stable and doesn't have to sneak in. You want a more stable tertiary •chirocarbon.
J) Strength of Nucleophile Sn2: Stronger nucleophile is better. More electronegative so it wants to leave. •Sn1: The weaker the better. •