ch9 reactions

Reagents to make alkyne from alkane dihalide

1) xs NaNH2 2) H2O

catalytic hydrogenation from alkyne to alkane

H2, Pt

catalytic hydrogenation from alkyne to cis alkene

H2, Lindlar’s catalyst

reagents of dissolving metal reduction

Na, NH3

Products of dissolving metal reduction

alkyne to trans alkene

reagents to go from alkyne to alkene Markovnikov

HX

reagents to go from alkyne to alkane with X2 Markovnikov

xs HX

How to make alkyne with HX in anti markovnikov

use ROOR and get 50/50 E and Z

acid catalyzed hydration reagents

H2,SO4 H2O HgSO4

acid catalyzed hydration product

keton (O double bonded to a C with with methyl groups) (made from enol (OH group to C with two methyl groups and one of them has double bond))

reagents of hydroboration oxidation

1) R2BH 2)H2O2, NaOH

products of hydroboration oxidation

aldehyde (O double bonded to less subtitued carbon)

reagents of halogenation

xs X2/CCl4

products of halogenation

alkene with X4

what if only X2 is used for halogenation?

get anti addition product, E isomer is major product

reagents of Ozonolysis

1) O3 2)H2O

products of ozonolysis

Two products where C has a double bonded O and OH plus R group

product of terminal alkyne ozonolysis

CO2 and a C with a double bonded O and OH plus R group

reagents of alkylation

1) NaNH2

2) RX

products of alkylation

alkyne with added R group