Reagents Flashcards
Addition of X to an alkene (Markovnikov)
HX
Addition of Br to an alkene (Anti-Markovnikov)
HBr, ROOR
Addition of OH and H to an alkene (Markovnikov)
H3O+
Addition of OH and H to an alkene (Markovnikov)
1) Hg(OAc)2, H2O
2) NaBH4
Addition of OH and H to an alkene (Syn, Anti-Markovnikov)
1) BH3 * THF
2) H2O2, NaOH
Addition of 2 H to an alkene
H2, Pt (Pd or Ni)
Addition of 2 Br to an alkene (Anti)
Br2
Addition of OH and Br to an alkene (Anti, OH Markovnikov)
Br2, H2O
Addition of 2 OH to an alkene (Anti)
1) RCO3H
2) H3O+
Addition of 2 OH to an alkene (Syn)
KMnO4
NaOH, cold
Addition of 2 OH to an alkene (Syn)
1) OsO4
2) NaHSO3, H2O
Cleavage of C=C bond to form two C=O bonds
1) O3
2) DMS
Addition of H and OH to an alkene (Markovnikov)
Dilute H2SO4
Forms an alkyne from an alkane with two X groups
1) xs NaNH2
2) H2O
Addition of 2 X to an alkyne (Markovnikov)
xs HX
Addition of one X to an alkyne (Markovnikov)
HX (one equiv)
Formation of a ketone from an alkyne
HgSO4
H2SO4, H2O
Formation of an aldehyde from an alkyne
1) R2BH
2) H2O2, NaOH
Addition of two X across an alkyne
X2 (one equiv.)
CCl4
Addition of four X across an alkyne
xs X2
CCl4
Formation of a carboxylic acid from an alkyne
1) O3
2) H2O
Addition of an R group to an alkyne (Anti-Markovnikov)
1) NaNH2
2) RX
Reduction of an alkyne to an alkene (Trans)
Na
NH3 (l)
Reduction of an alkyne to an alkane (Trans R groups)
H2, Pt (Pd or Ni)
Reduction of an alkyne to an alkene (Syn)
H2
Lindlar’s catalyst (Ni2B)
Addition of Br to an alkane (Markovnikov, radical)
Br2
hv
Allylic bromination (radical)
NBS
hv
Formation of an alkoxide from an alcohol
NaH
or Na