Semester 1 Reactions

Question 1

Acid catalyzed

Answer 1

Reagents: Acid and water
Product: most substituted alcohol

Question 2

Oxymercuration Demeruration

Answer 2

Reagents: Hg(OAC)2, H2O over NaBH4
Product: alcohol with mercury attached

Question 3

Hydroboration

Answer 3

Reagents: 1. BH3, THF 2. H2O2, NaOH
Product: less substituted alcohol

Question 4

Halogenation

Answer 4

Reagents: Br2, Cl2, etc
Product: 2 halogens added 1 wedged the other dashed

Question 5

Halohydrin

Answer 5

Reagents: Br2, Cl2 etc with water or ROH
Product: least substituted halogen and a more subst alcohol
1 wedged the other dashed

Question 6

Alkyne Lindlars catalyst

Answer 6

Reagents: 1. H2 2. PdCaCO3
Product: cis alkene

Question 7

Saturated

Answer 7

Reagents: 1. H2 2. Pd
Product: alkane

Question 8

Hydrohalogenation of alkynes

Answer 8

Reagents: HBr HCl etc
Product: halogen on more substituted

Question 9

Hydrohalogenation w/ peroxide

Answer 9

Reagents: acid and H2O2
Product: least substituted halogen

Question 10

Dihydroxilation of alkene

Answer 10

Reagents: 1. OsO4 2. NaHSO3 or 1. KMnO4, OH-
Product: 2 syn alcohols (both wedge or dash)

Question 11

Ozonolysis

Answer 11

Reagents: 1. O3 2. DMS
Product: breaks alkene in half and adds an O the H stays the same

Question 12

Expoxidation

Answer 12

Product: cyclic ether
Reagents: mCPBA

Question 13

Alcohol to alkyl bromide/chloride

Answer 13

Reagents: PBr3 or SOCl2
Products: more substituted halogen but opposite wedged or dashes of alcohol

Question 14

Alcohol with HCl or HBr

Answer 14

Product: most substituted halogen, if wedge or dash on product then halogen will be opposite