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Flashcards in Mechanism Review Deck (26)
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1

SN1 Mechanism (Alcohols)

→ Starts with - Tertiary Alcohol
→ Reacts with - HBr and Protic Solvent (CH3CH2OH)
→ PRODUCT = Alkyl Halide

2

SN1 Mechanism (Alkyl Halide)

→ Starts with - Tertiary Alkyl Halide
→ Reacts with - H2O
→ PRODUCT = Alcohol

3

SN2 Mechanism (Alcohol)

→ Starts with - Primary Alcohol
→ Reacts with - HBr and Aprotic Solvent (DMSO, Dimethyl Sulfoxide)
→ PRODUCT = Alkyl Halide

4

SN2 Mechanism (Alkyl Halide)

→ Starts with - Primary Alkyl Halide
→ Reacts with - H2O and DMSO (Dimethyl Sulfoxide) → PRODUCT = Alcohol

5

E1 Mechanism (Alcohol)

→ Starts with - Tertiary Alcohol
→ Reacts with - Strong Acid (H2SO4) and HEAT
→ PRODUCT = Alkene

6

E1 Mechanism (Alkyl Halide)

→ Starts with - Tertiary Alkyl Halide
→ Reacts with - Weak Base (NaOCH2CH3, OHCH2CH3) and HEAT
→ PRODUCT = Alkene

7

E2 Mechanism (Alcohol)

→ Starts with - Primary Alcohol
→ Reacts with - Strong Acid (H2SO4) and HEAT
→ PRODUCT = Alkene

8

E2 Mechanism (Alkyl Halide)

→ Starts with - Primary Alkyl Halide
→ Reacts with - Strong Base (NaOCH2CH3) and HEAT
→ PRODUCT = Alkene

9

Synthesizing Alkynes Via Elimination

→ Starts with - Geminal or Vicinal Dihalides
→ Reacts with - 2NaNH2, NH3 (Internal) OR 3NaNH2, NH3, H2O (External)
→ PRODUCT = Internal OR Alkyne

10

Hydrogenation of Alkynes

→ Starts with - Alkyne
→ Reacts with - 2 Mol H2 with Metal Catalyst (Pt, Pd, Nr, Rh) OR 1 Mol H2 with Lindlar's Catalyst (Pt, Pd, Nr, Rh) OR Na with NH3
→ PRODUCT = Alkene (CIS or TRANS) OR Alkane

11

Hydrogen Halide Addition of Alkynes

→ Starts with - Alkyne
→ Reacts with - 1 or 2 mol of Hydrogen Halide (ex. HCl)
→ PRODUCT = Alkene or Alkane with Hydrogen Halide

12

Hydration of Alkynes

→ Starts with - Alkyne
→ Reacts with - H2O, H2SO4, HgSO4
→ PRODUCT = Ketone

13

Adding Halogens to Alkynes

→ Starts with - Alkyne
→ Reacts with - 1 or 2 Mol Halogens
→ PRODUCT = Alkene with TRANS Halogens OR Alkane with TRANS Halogens

14

Ozonolysis of Alkynes

→ Starts with - Alkyne
→ Reacts with - 1. O3 2. H2O → PRODUCT = Ozonide

15

Alkylation of Alkynes

→ Starts with - Alkyne
→ Reacts with - Halogen and Base (H2, NaNH2 or LDA)
→ PRODUCT = New Carbon-Carbon Bond with Alkyne

16

Free Radical Halogenation of Alkanes

→ Starts with - Alkane and a Halogen (ex. Cl2)
→ Reacts with - HV, UV or HEAT
→ PRODUCT = Alkane with Halogen attached

17

Free Radical Addition of Hydrogen Halides of Alkenes

→ Starts with - Alkene
→ Reacts with - Hydrogen Halide (alone) OR Hydrogen Halide, UV Light OR Hydrogen Halide, PEROXIDE
→ PRODUCT = Alkane with Halogen attached

18

Metal Ammonia Reduction of Alkynes

→ Starts with - Alkyne
→ Reacts with - Na, NH3
→ PRODUCT = Alkene

19

Free Radical Polymerization of Alkenes

→ Starts with - Alkene
→ Reacts with - PEROXIDE, HEAT
→ PRODUCT = Polymer

20

SN1 Mechanism of Allyl Halides

→ Starts with - Allyl Halide
→ Reacts with - H2O
→ PRODUCT = Allylic Alcohol

21

Allylic Free Radical Halogenation

→ Starts with - Alkene
→ Reacts with - N-Bromosuccinimide, CCl4, HEAT OR N-Chlorosuccinimide, CCl4, HEAT
→ PRODUCT = Alkane with Bromo or Chloro Halogen attached

22

Free Radical Halogenation of Alkenes

→ Starts with - Alkene and Halogen (ex. Cl2)
→ Reacts with - HV, UV or HEAT
→ PRODUCT = Alkane with Halogen attached

23

E1 Mechanism of Dienes

→ Starts with - Alkene and Alcohol
→ Reacts with - Strong Acid (H2SO4), HEAT
→ PRODUCT = Diene

24

E2 Mechanism of Dienes

→ Starts with - Alkene and Alkyl Halide
→ Reacts with - Strong Base (NaOCH2CH3), HEAT
→ PRODUCT = Diene

25

1,2 Addition Mechanism

→ Starts with - Diene
→ Reacts with - Hydrogen Halide (ex. HCl)
→ PRODUCT = Alkene with Halogen attached

26

1,4 Addition Mechanism

→ Starts with - Diene
→ Reacts with - Hydrogen Halide (ex. HCl)
→ PRODUCT = Alkene with Halogen attached