Alkyne reagents

Question 1

Hg(OAc)2, H2O

NaBH4

Answer 1

Oxymercation-Demurcation

Makes OH

Question 2

Hg(OAc)2, ROH

NaBH4

Answer 2

Oxymercation-Demurcation

Makes Ethers

Question 3

BH3 (B2H6), THF

H2O2, OH

Answer 3

Hydroboration
makes an alcohol
reacts with 3 alkenes

Question 4

Diazomethane

Answer 4

method to generate methylene carbon

Question 5

ICH2ZnI

Answer 5

carbenoid-Simmon’s-Smith Reagent

method used to make cyclopropane

Question 6

CHCl3, CHBr3

Answer 6

cyclopropane by loss of HX from CHX3

Alpha elimination

Question 7

RCO3H

Answer 7

peroxy- ie. MCPBA, PhCO3H

used for epoxidation

Question 8

MCPBA

Answer 8

metachloroperoxybenzoic acid

used in epoxidations, ring opening

Question 9

OsO4

Answer 9

osmonium tetroxide

forms a syn diol

Question 10

KMnO4

cool

Answer 10

forms a diketone from alkyne

Question 11

NaNH2

Answer 11

Used to lengthen carbon chains
also used to form alkyne from alkane with geminal or viscinal dihalides
Using Sn2

Question 12

Lindlar’s Catalyst

Answer 12

Forms an alkene from an alkyne cis

BaSO4

Question 13

H2

Pd, Pt

Answer 13

adds H onto an alkene

adds H onto alkyne and reaction proceeds all the way to alkane

Question 14

Na

NH3

Answer 14

Forms a trans alkene from an alkyne

Question 15

tautomerization

Answer 15

the enol/ketone equilibrium

Question 16

Sia2BH

H2O2

Answer 16

Alkyne reagent to make an aldehyde

anti Mark in intermediate

Question 17

HgSO4

H2SO4

Answer 17

hydration of alkyne

Mark. enol goes to ketone

Question 18

KmnO4

OH- warm

Answer 18

cleaves a double bond and forms two carboxylic acids

OR terminal carbon oxidized to CO2

Question 19

O3

H2O

Answer 19

Cleaves double bond and forms two carboxylic acids