Midterm 2

Question 1

alkene + H2 + Pd-C = ?

Answer 1

reduction with syn addition of 2 Hs

Question 2

Speed of hydrogenation

Answer 2

Faster with less substituted

Question 3

alkyne + H2 + lindlar’s catalyst = ?

Answer 3

1 equivalent of H2 added only, syn addition

Question 4

alkyne + Na + NH3 = ?

Answer 4

reduction with trans addition of 2 Hs

Question 5

R-X + LiAlH4 + H2O = ?

Answer 5

R-H

Question 6

epoxide + LiAlH4 + H2O = ?

Answer 6

alcohol via SN2

Question 7

alkene + mCPBA + CH2Cl2 = ?

Answer 7

epoxide

Question 8

epoxide + H2O, H+/-OH = ?

Answer 8

trans diol

Question 9

Hydration: water + alkene + H2SO4/H3O+ = ?

Answer 9

alcohol

Question 10

Halogenation: X2 + alkene = ?

Answer 10

vicinal dihalide (anti/trans) via “epoxide”

Question 11

X2 + H2O + alkene = ?

Answer 11

anti halohydrin, OH on more substituted

Question 12

BH3/BR3/9BBN + alkene = ?

Answer 12

syn hydroborane, BR3 on less substituted

Question 13

R-BR3 + H2O2, -OH = ?

Answer 13

Replace BR3 with OH, retention

Question 14

alkane + NaNH2 (2 eq) = ?

Answer 14

alkyne

Question 15

alkene + KMnO4/OsO4 + H2O, -OH = ?

Answer 15

syn diol

Question 16

alkene + PCC + CH2Cl2 = ?

Answer 16

split to form aldehydes/ketones

Question 17

alkene + CrR + H2O + H2SO4 = ?

Answer 17

split to form carboxylic acids

Question 18

alkene + O3 + (CH3)2S = ?

Answer 18

split to form aldehydes/ketones

Question 19

alkene + O3 + H2O2 = ?

Answer 19

split to form carboxylic acids