Final Flashcards
GR and ketones give…
Tertiary alcohol
GR and acyl halide gives
Tertiary alcohols
Grignard reagent and formaldehyde produce a
Primary alcohol
Tert butoxide
Used to eliminate a halogen (anti-zaitsev) to form an alkene
Can be used to make an Alkyne out of a dihaloalkene OR to extend chain with anion
NH2-
Grignard reagents and other aldehydes give…
Secondary alcohols
From Alkyne to an alkene
Lindlar’s cat (Syn)
How to acid catalyze an alkene to get an alkyl alcohol
H3O+
GR and esters give
Tertiary alcohol
How to produce:
- Dihalide from an alkene(SYN)
- Dihaloalkene from Alkyne
Cl2/Br2 in CH2Cl2
How to get carbene
CHCl3
How to produce alkyl halide from an alkene
HX (Mark)
How to get alcohol from alkene with no rearrangements
Hg(OAc)2 , H2O2, THF
NaBH4, OH-
How to get from alkene/Alkyne to alkane
Pd and H2
How to convert 1° or 2° alcohols into alkyl halides without Carbocation rearrangements
PBR3 or SOCL2 (INVERSION!!!)
How to dehydrate an alcohol to make an alkene (3° alcohol)
H2SO4 and heat
How to dehydrate an alcohol (1° or 2° without any shifts
POCl3 and pyridine
How to get alcohol (Anti-mark) from an alkene
BH3, THF
H2O2, OH. (SYN)
How to get Alkyne to a Trans/anti alkene
Li/Na in NH3 -78°
How to get SYN dihydroxylation
OsO4, pyridine
NaHSO3, H20
Oxidative cleavage of alkene
O3 and CH3 S
How to make unsymmetrical ethers (WES)
NaH/Na plus alkyl halide (KEEP Stereo)
Can only reduce aldehydes and ketones
NaBH4
How to add protecting group
TMSO, add alcohol, then H+
How to double-halogenate alkene
Br2 in CH2Cl2 (WATCH STEREOCHEMISTRY)… (ANTI)
Make symmetrical ethers
H2SO4 at 140° (1° alcohols)
How to get an epoxide using an alkene
mCPBA
How to oxidize 1° Alcohols to CA
H2CrO4
How to brominate Allylic and Benzylic (Anti-Mark)
NBS, peroxide, heat
