Alkyne Addition

Question 1

elimination of dihalides

Answer 1

2 E2 reactions gives alkyne

Question 2

to get terminal alkyne…

Answer 2

use 3 equiv of NaNH2 and then H2O to reprotonate

Question 3

alkane to alkene

Answer 3

brominate with light and then elim

Question 4

alkene to alkyne

Answer 4

add Br2 and then elim twice with NaNH2

Question 5

hydrogenation

Answer 5

alkyne–> alkane

Question 6

hydrogenation stereochem

Answer 6

syn

Question 7

hydrogenation reagents

Answer 7

H2/ Pt, Pdc, Ni, or Rh

Question 8

hydrogenation with Lindlar’s

Answer 8

gives cis alkene

Question 9

dissolving metal reduction reagent

Answer 9

Na or Li / NH3

Question 10

Dissolving metal reduction

Answer 10

gives trans alkene

Question 11

dissolving metal reduction intermediate

Answer 11

vinyl radical anion

Question 12

hydrohalogenation regiochem

Answer 12

Markovnikov

Question 13

excess HX leads to…?

Answer 13

geminal dihalides

Question 14

hydrohalogenation with ROOR regiochem

Answer 14

anti-markovnikov

Question 15

hydrohalogenation with ROOR intermediate

Answer 15

radical

Question 16

hydration of alkenes gives what

Answer 16

enols

Question 17

acid- catalyze hydration reagent

Answer 17

HgSO4/ H3O+, H20

Question 18

acid catalyze hydration intermediate

Answer 18

bridged alkene mercury

Question 19

acid catalyze hydration regiochem

Answer 19

markovnikov

Question 20

halogenation 1 equiv gives…

Answer 20

trans dihaloalkene

Question 21

halogenation intermediate

Answer 21

bridged halogen 3 member ring

Question 22

2 molecules of halogen gives…

Answer 22

tetrahaloalkane

Question 23

ozonolysis reagent

Answer 23

O3/H20

Question 24

ozonolysis gives..

Answer 24

carboxylic acids

Question 25

when terminal alkynes react w ozonolysis, what happens

Answer 25

carbonic acid dissociates into CO2 and H20

Question 26

bases strong enough to deprotonate acetylene and terminal alkynes

Answer 26

NaNH2, Bu Li. NaH

Question 27

use what as an ephile with an acetylide to get SN2

Answer 27

primary alkyl halide

Question 28

how to make C-C bonds

Answer 28

use SB to get acetylide and use primary alkyl halide for SN2

Question 29

how to break C-C bonds

Answer 29

ozonolysis

Question 30

to convert double bond to triple

Answer 30

Br2/ NaNH2 (dibromination then double E2)

Question 31

to convert triple bond to cis double

Answer 31

Lindlar’s

Question 32

to convert triple bond to trans double

Answer 32

Na or Li / NH3 (dissolving metal reduction)

Question 33

if have alkane as SM…

Answer 33

Br2/hv