Worksheet 1 Review Concepts

Question 1

What factors affect SN2 rxn speed?

Answer 1

1. Primary Alkyl Halide is fastest
2. The lower the halide is in the column = faster
3. Steric hindrance in secondary carbon
4. NR for tertiary carbons (too hindered)

Question 2

What factors affect SN1 rxn speed?

Answer 2

1. Tertiary is fastest + resonance stabilization (alkene)
2. Tertiary
3. The lower the halide is on the column = slower
4. NR for primary alkyl halides. Primary carbocations too unstable.

Question 3

Name 4 polar aproic solvents

Answer 3

Acetone

DMSO - Dimethylsulfoxide

DME - Dimethoxyethane

DMF - Dimethylformamide

Question 4

What does a stabilized structure for a nucleophile do to its strength?

Answer 4

Weakens strength. An unstabilized by resonance structure would be a stronger nucleophile.

Question 5

How does size of a molecule affect the strength of a nucleophile? S vs O

Answer 5

A bigger molecule will be a stronger nucleophile because the electrons are more loosely held.

Question 6

Name the 4 carbocation structures from most stable to least stable.

Answer 6

1. Tertiary (most stable)
2. Secondary
3. Primary
4. Methyl (least stable)

Question 7

Most stable to least stable

Answer 7

1. Resonance
2. No dipole moment
3. Big Dipole moment

Question 8

Answer 8

Question 9

Answer 9

Question 10

Answer 10

Question 11

Answer 11

Question 12

SN1 or E1 or SN2 or E2

Answer 12

SN2

Strong Nuc

Primary structure

Question 13

SN1 or E1 or SN2 or E2

Answer 13

SN1

Secondary structure

Weak Nuc

Question 14

SN1 or E1 or SN2 or E2

Answer 14

E2

Alkene product

Strong base

Primary Structure

Question 15

SN1 or E1 or SN2 or E2

Answer 15

E1

Alkene product

Weak base

Secondary Structure

Question 16

Answer 16

E2

Alkene product

Strong Bulky Base

Primary Structure