Orgo mechanism

Question 1

OsO4
NaHSO3

Answer 1

Os add a O to each side of bind. NaHSO3 breaks the OsO4. Leaving 2 OH groups anti

Question 2

Hg(OAc)H2O THF
NaBH4

Answer 2

Hg(OAc) add to more sun C and is replaced by H. NaBH4 add to OH at least C. THF is anti

Question 3

Br2
H2O

Answer 3

OH to most sub C and Br to least sub C. Opposite sides

Question 4

CH3OH

Answer 4

OCH3 sub

Question 5

NaSCH3
DMF
25*C

Answer 5

SCH3 sub do not have to write

Question 6

NaBr
DMSO
25*C

Answer 6

DMSO solvent Br is sub opposite

Question 7

KOtBu
tBuOH
60*C

Answer 7

Favors elimination add bond to least sub C

Question 8

Br2
CCl4

Answer 8

Add X anti

Question 9

BH3*THF
H2O2 NaOH

Answer 9

H add to more sub C and BH2 to least and BH2 replaced by OH bc of H2O2
THF anti

Question 10

H2
Pt

Answer 10

Add 2 H same face

Question 11

NaOCH3
CH3OH
60*C

Answer 11

Favors elimination bond goes to most sub C

Question 12

O3
DMS

Answer 12

Add H to inside end of bond and O to both sides keeps double bond in place

Question 13

KMnO4, NaOH
Heat
H3O

Answer 13

Mn gives O to both sides of bond breaking it H3O gives H to most sub side