Exam 3 Flashcards
What reagents do you need to make an alkyne form an alkene
step 1: turn the akene into an di halogen using 1.Br2, 2. CCl4
sstep 2: turn the dihalogen into an alkyne using 1.LDA, 2. H2O
what reagents does a Clemmensen reaction use
1.Zn/Hg, 2. HCl
what reagents are needed for a Wolff-Kushner reaction
- H2NNH2, 2. NaOH, H2O and heat
what reagents are needed for a raney nickle reaction
- thioacetal 2. Raney Ni
how do you transform an alkyne into an alkane
H2, Pd/C
how do you transform an alkyne into an alkene
H2, Pt note: will form a cis isomer
If a molecule has an akene and an alkyne how can you reduce the alkyne into an alkene
use H2 + lindlars catalyst
what are the chromium-based reagents (Jones-reagents)
Na or KCr2O7 or CrO3 these both have to be in H2SO4 and H2O
How can you take a primary alcohol to a carboxylic acid
using a chromium reagent (Na or KCr2O7 or CrO3 these both have to be in H2SO4 and H2O)
how can you make a carboxylic acid from an aldehyde?
using a chromium reagent NaCr2O7, H2SO4, H2O
How do you make a keytone out of a secondary alcohol
using a chromium reagent CrO3 or PCC
how do you make an aldehyde from a primary alcohol
PCC
Can PCC react with aldehyde?
No
how do you turn a secondary alcohol to a ketone
PCC or chromium reagent
Can PCC or Jones reagents react with tertiary alcohols
NO
what do woldd-kishner, clemensen, and raney-nickel reductions do
they delete aldehydes and ketones
How do you get rid of the TBDMSCl protecting group
TBAF
what reagent is used for alkylation at the less highly substituted alpha carbon?
LDA
what can you use for alkylation at the more substituted alpha carbon
NaOH
What reagents are used for selective addition and conjugate addition to a ketone.
How do you make an alcohol form an alkene
- Hg(OAc)2, H2O
- NaBH4
how do you turn an aldehyde or ketone into an alkene
PPh3CH2